Tetrahydrofuran → Ilorasertib

HRID 473295Notes

Reaction equation

HRID 473295 reaction equation
[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([O-:6])=[C:3]1[OH:4].[NH2:13][C:14]1[C:19]2[C:20]([C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]4[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[CH:34]=4)=[O:31])=[CH:25][CH:24]=3)=[CH:21][S:22][C:18]=2[C:17]([C:40]2[CH:41]=[N:42][N:43]([CH2:45][CH2:46][OH:47])[CH:44]=2)=[CH:16][N:15]=1.O1CCCC1>O>[NH2:13][C:14]1[C:19]2[C:20]([C:23]3[CH:24]=[CH:25][C:26]([NH:29][C:30]([NH:32][C:33]4[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[CH:34]=4)=[O:31])=[CH:27][CH:28]=3)=[CH:21][S:22][C:18]=2[C:17]([C:40]2[CH:41]=[N:42][N:43]([CH2:45][CH2:46][OH:47])[CH:44]=2)=[CH:16][N:15]=1.[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1[OH:4]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 178508362HCID 178508362, compound

Product 2

HCID 46207586IlorasertibHCID 54670067L-Ascorbic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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 ascorbate in a solid crystalline form, wherein the crystalline form is Form VII, 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, tetrahydrofuran, water, and ascorbic acid; 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 ascorbate crystalline Form VII to exist in the mixture.

Workup

  1. customThere is further provided a process

Sources & evidence

ORD record
ord-abfc406ee21b4dc79984ea8b394bad50
Source dataset
uspto-grants-2014_01
Patent number
US08633317B2

Reaction notes

Loading…