Hydrochloric Acid → HCID 25206448, compound

HRID 387655Notes

Reaction equation

HRID 387655 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:51]=[C:52]([F:54])[CH:53]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:44]([CH2:48][CH2:49][CH3:50])[CH2:45][CH2:46][CH3:47])[C:32](=[O:43])[C:33]=2[CH:34]=[C:35]([N:37]([CH3:42])[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:55]>C(OCC)C>[ClH:55].[F:1][C:2]1[CH:3]=[C:4]([CH:51]=[C:52]([F:54])[CH:53]=1)[CH2:5][C@H:6]([NH:24][C:25]([C:27]1[C:28]2[CH2:29][CH2:30][N:31]([CH:44]([CH2:48][CH2:49][CH3:50])[CH2:45][CH2:46][CH3:47])[C:32](=[O:43])[C:33]=2[CH:34]=[C:35]([N:37]([CH3:42])[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

4

Reactant 2

HCID 313Hydrochloric AcidHCID 25206449HCID 25206449, compound

Product 1

HCID 25206448HCID 25206448, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
20 °C

Procedure

330 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-[methyl(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. 1 cm3 of a 2M solution of hydrochloric acid in ethyl ether is added, while stirring under argon, at a temperature of 20° C. The reaction mixture precipitates. The solid is filtered, washed with 5 cm3 of ethyl ether and dried under vacuum at a temperature of 35° C. for 3 h. 310 mg of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-[methyl(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. filtrationThe solid is filtered
  4. washwashed with 5 cm3 of ethyl ether
  5. customdried under vacuum at a temperature of 35° C. for 3 h

Sources & evidence

ORD record
ord-d6ea345be7324459ba58f428d2ce8161
Source dataset
uspto-grants-2013_02
Patent number
US08372864B2

Reaction notes

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