Hydrochloric Acid → HCID 25206779, compound

HRID 387674Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:53]=[C:54]([F:56])[CH:55]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:46]([CH2:50][CH2:51][CH3:52])[CH2:47][CH2:48][CH3:49])[C:32](=[O:45])[C:33]=2[CH:34]=[C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([C:43]#[N:44])[CH:38]=2)[CH:36]=1)=[O:26])[C@H:7]([OH:23])[CH2:8][NH:9][C:10]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[CH2:12][CH2:11]1.[ClH:57]>C(OCC)C>[ClH:57].[F:1][C:2]1[CH:3]=[C:4]([CH:53]=[C:54]([F:56])[CH:55]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:46]([CH2:47][CH2:48][CH3:49])[CH2:50][CH2:51][CH3:52])[C:32](=[O:45])[C:33]=2[CH:34]=[C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([C:43]#[N:44])[CH:38]=2)[CH:36]=1)=[O:26])[C@H:7]([OH:23])[CH2:8][NH:9][C:10]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[CH2:12][CH2:11]1

Participants

Conditions

Temperature: 20 °C

Procedure

119 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide are dissolved in 5 cm3 of ethyl ether. 0.3 cm3 of a 2N solution of hydrochloric acid in ethyl ether is added while stirring at a temperature of 20° C. The precipitate formed is filtered and dried under vacuum at a temperature of 35° C. 89 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride (1:1) are obtained in the form of a white powder.

Workup

customThe precipitate formed
filtrationis filtered
customdried under vacuum at a temperature of 35° C

Sources & evidence

ORD record: ord-1d6d2e62c1a6470d9e8b78a49ba965cc
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372864B2

Reaction notes

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