Hydrochloric Acid → HCID 25206608, compound

HRID 387668Notes

Reaction equation

HRID 387668 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:50]=[C:51]([F:53])[CH:52]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:43]([CH2:47][CH2:48][CH3:49])[CH2:44][CH2:45][CH3:46])[C:32](=[O:42])[C:33]=2[CH:34]=[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[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:54]>C(OCC)C.O1CCOCC1>[ClH:54].[F:1][C:2]1[CH:3]=[C:4]([CH:50]=[C:51]([F:53])[CH:52]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:43]([CH2:44][CH2:45][CH3:46])[CH2:47][CH2:48][CH3:49])[C:32](=[O:42])[C:33]=2[CH:34]=[C:35]([NH:37][S:38]([CH3:41])(=[O:39])=[O:40])[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:20])[F:21])[CH:14]=2)[CH2:12][CH2:11]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 25206609HCID 25206609, compound

Product 1

HCID 25206608HCID 25206608, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

300 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-[(methylsulfonyl)amino]-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide are dissolved in 10 cm3 of ethyl ether at a temperature close to 20° C. 0.4 cm3 of a 4N solution of hydrochloric acid in dioxane is added while stirring at a temperature of 20° C. The reaction mixture precipitates. The solid is washed with three lots of 5 cm3 of isopropyl ether and dried under vacuum at a temperature of 50° C. 280 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-[(methylsulfonyl)amino]-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

  1. customclose to 20° C
  2. customThe reaction mixture precipitates
  3. washThe solid is washed with three lots of 5 cm3 of isopropyl ether
  4. customdried under vacuum at a temperature of 50° C

Sources & evidence

ORD record
ord-dccf01c5a5e048db91b8725cc44bbb83
Source dataset
uspto-grants-2013_02
Patent number
US08372864B2

Reaction notes

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