# US 5,346,995 A · Preparation of copper 2-alkoxyisobutylisonitrile complexes and .sup.99m Tc labelling of 2-alkoxyisobutylisonitrile

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- Number: US 5,346,995 A
- Document ID: US5346995A
- Status: Granted
- Kind: A
- Application number: 08/003,736
- Filed: 1993-01-13
- Granted: 1994-09-13
- Earliest claimed: 1991-11-25
- Assignees: Institute of Nuclear Energy Research
- Inventors: Lee Te-Wei; Ting Gann; Su Chang-Shinn; Chyi Shyh-Yi
- Web page: https://patentgrep.com/patent/US5346995A

## CPC

- C07B 59/004: {Acyclic, carbocyclic or heterocyclic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur, selenium or tellurium}
- C07C 291/10: Isocyanides
- C07F 13/005: {Compounds without a metal-carbon linkage}
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

A new method for synthesizing 2-alkoxyisobutylisonitrile is provided in which isobutylene is used as the starting material. The haloalkoxylation of isobutylene in alcohol medium gives 2-alkoxyisobutylhalide which is then converted to 2-alkoxyisobutylamine. In the basic condition, the reaction of 2-alkoxyisobutylamine with chloroform produces 2-alkoxyisobutylisonitrile. The synthesis process contains three steps by which a higher yield is achieved. 2-Alkoxyisobutylisonitrile is labelled with technetium-99m by exchange labelling of stable tetrakis(2-alkoxyisobutylisonitrile)copper(I) complex. Tetrakis(2-alkoxyisobutylisonitrile)copper(I) complex can be prepared by the exchange of acetonitrile molecules in tetrakis(acetonitrile)copper(I) complex with isonitrile ligands.

## Claims

### Claim 1

A method comprising (i) reacting a 2-alkoxy-isobutylisonitrile having the general formula (I): ##STR18## wherein R is an alkyl group having 1-4 carbon atoms, with a copper salt to provide a copper isonitrile complex, and (ii) labelling said complex with technitium-99m in the presence of Sn(II), wherein the labelled yield is higher than 90%.

### Claim 2 (depends on 1)

The method of claim 1, wherein said complex is tetrakis (2-methoxyisobutylisonitrile) copper (I) tetrafluoroborate.

### Claim 3 (depends on 1)

The method of claim 1, wherein said complex is tetrakis (2-ethoxyisobutylisonitrile) copper (I) tetrafluoroborate.

### Claim 4

A method comprising:
(i) synthesizing 2-alkoxyisobutylisonitrile using isobutylene as the starting material, said synthesis of 2-alkoxyisobutylisonitrile comprising a haloalkoxylation of said isobutylene to provide a 2-alkoxyisobutylhalide, converting the 2-alkoxyisobutylhalide to 2-alkoxyisobutylamine, and under basic conditions reacting said 2-alkoxyisobutylamine to produce 2-alkoxy-siobutylisonitrile having the general formula (I): ##STR19## wherein R is an alkyl group having 1-4 carbon atoms; (ii) complexing the 2-alkoxy-isobutylisonitrile of general formula (I) with a copper salt to provide a copper isonitrile complex; and
(iii) labelling said complex with technitium-99m in the presence of Sn(II), wherein there is provided a labelled yield higher than 90%.

### Claim 5 (depends on 4)

The method of claim 4, wherein said complex is tetrakis(2-methoxyisobutylisonitrile) copper (I) tetrafluoroborate.

### Claim 6 (depends on 4)

The method of claim 4, wherein said complex is tetrakis(2-ethoxyisobutylisonitrile) copper (I) tetrafluoroborate.