Process for preparation of sotorasib and solid state form thereof
AssigneeTeva Pharmaceuticals International GmbH
InventorsIvana Šagud, Lorena Kordic, Moris Mihovilovic, lrena Nekola
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Abstract
The present disclosure relates to a process for the preparation of Sotorasib and salts thereof useful as a pharmaceutical active compound. The present disclosure also relates to intermediates for the preparation of Sotorasib and salts thereof. Further, the present disclosure encompasses solid state forms of Sotorasib, in embodiments crystalline polymorphs of Sotorasib, processes for preparation thereof, and pharmaceutical compositions thereof. Also provided are processes for the preparation of Sotorasib.
Claims35
A crystalline form of Sotorasib, designated Form H5 which is characterized by data selected from one or more of the following:
- (i) an X-ray powder diffraction pattern having peaks at:
- 4.4, 5.3 and 7.6 degrees 2-theta±0.2 degrees 2-theta;
- (ii) an X-ray powder diffraction pattern substantially as depicted in FIG. 1;
- (iii) a solid state 13C NMR spectrum having signals at:
- 11.4, 15.2, 22.1, 106.1 and 166.6±0.2 ppm;
- (iv) a solid state 13C NMR spectrum having the following chemical shift absolute differences from a peak at 47.03 ppm±1 ppm of:
- 35.6, 31.8, 24.9, 59.1 and 119.6 ppm±0.1 ppm, respectively;
- (v) a solid state 19F NMR spectrum having signals at −114.1, −119.9, −126.7, and −131.8±0.2 ppm;
- and
- (vi) the following unit cell parameters at 293K:
- Cell length a
- 7.304(1)
- Å
- Cell length b
- 25.032(3)
- Å
- Cell length c
- 33.233(3)
- Å
- Cell angle alpha
- 90°
- Cell angle beta
- 90°
- Cell angle gamma
- 90°
- Cell volume
- 6076(1)
- Å3
- Symmetry cell setting
- Orthorhombic
- Symmetry space group
- P 212121
(canceled)
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A process for the preparation of Sotorasib (Compound I) or a salt thereof:
- comprising reacting compound X:
- in conditions of basic elimination.
A process for the preparation of Sotorasib (Compound I) or a salt thereof comprising β-elimination reaction of a compound of formula X:
- by contacting the compound of formula X with a base selected from an alkali metal hydroxide, an alkali metal carbonate, or an alkali metal phosphate.
A compound of formula:
- or a salt, solvate or cocrystal thereof.
(canceled)
Dependencies are inferred from the claim text.