Dimethylformamide → Methanesulfonic Acid

HRID 473294Notes

Reaction equation

HRID 473294 reaction equation
[S:1]([OH:5])(=[O:4])(=[O:3])[CH3:2].[NH2:6][C:7]1[C:12]2[C:13]([C:16]3[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)=[O:24])=[CH:18][CH:17]=3)=[CH:14][S:15][C:11]=2[C:10]([C:33]2[CH:34]=[N:35][N:36]([CH2:38][CH2:39][OH:40])[CH:37]=2)=[CH:9][N:8]=1.CN(C)C=O>C(#N)C>[NH2:6][C:7]1[C:12]2[C:13]([C:16]3[CH:17]=[CH:18][C:19]([NH:22][C:23]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)=[O:24])=[CH:20][CH:21]=3)=[CH:14][S:15][C:11]=2[C:10]([C:33]2[CH:34]=[N:35][N:36]([CH2:38][CH2:39][OH:40])[CH:37]=2)=[CH:9][N:8]=1.[CH3:2][S:1]([OH:5])(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 54759637HCID 54759637, compound

Product 2

HCID 6395Methanesulfonic AcidHCID 46207586Ilorasertib

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

There is further provided a process for preparing N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea mesylate in a solid crystalline form, wherein the crystalline form is Form IV of any of claims 34-38, comprising: a) providing a mixture comprising (i) N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea free base solid, dimethyl formamide, methansulfonic acid, and acetonitrile; b) causing N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea mesylate crystalline Form IV to exist in the mixture.

Workup

  1. customThere is further provided a process

Sources & evidence

ORD record
ord-bc0fb8bd7c784228b08220dd6f6162b2
Source dataset
uspto-grants-2014_01
Patent number
US08633317B2

Reaction notes

Loading…