HCID 67097873, compound → HCID 67098335, compound

HRID 2078648Notes

Reaction equation

HRID 2078648 reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][S:8]([NH:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][N:28](C(OC(C)(C)C)=O)[CH2:29][C@@H:30]([C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[CH:33]=3)[OH:31])=[CH:22][CH:21]=2)=[CH:16][C:15]=1[O:46][CH:47]1[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1)=[O:13])(=[O:10])=[O:9])(=O)C>CO.Cl>[ClH:38].[Cl:38][C:34]1[CH:33]=[C:32]([C@@H:30]([OH:31])[CH2:29][NH:28][CH2:27][CH2:26][C:23]2[CH:24]=[CH:25][C:20]([C:17]3[CH:18]=[CH:19][C:14]([C:12]([NH:11][S:8]([CH2:7][CH2:6][CH2:5][OH:4])(=[O:10])=[O:9])=[O:13])=[C:15]([O:46][CH:47]4[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]4)[CH:16]=3)=[CH:21][CH:22]=2)[CH:37]=[CH:36][CH:35]=1

Participants

3

Reactant 1

HCID 67097873HCID 67097873, compound

Product 1

HCID 67098335HCID 67098335, compoundYield 139.1%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

The mixture of 3-[[[[4′-[2-[(tert-butoxycarbonyl)-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-3-(cyclohexyloxy)-4-biphenylyl]carbonyl]amino]sulfonyl]-propyl acetate (269 mg) in hydrogen chloride methanol solution (10%, 2.7 ml) was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue was recrystallized from aqueous ethanol (50%) to give 4′-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-3-(cyclohexyloxy)-N-[(3-hydroxypropyl)sulfonyl]-4-biphenylcarboxamide hydrochloride (161 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was recrystallized from aqueous ethanol (50%)

Sources & evidence

ORD record
ord-225693204f5345868ae1c91c4d612f74
Source dataset
uspto-grants-2011_04
Patent number
US07928264B2

Reaction notes

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