Hydrogen chloride-ethyl acetate → HCID 69103530, compound

HRID 2220383Notes

Reaction equation

HRID 2220383 reaction equation
[OH:1][C@H:2]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:3][N:4]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([NH:28][S:29]([CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])(=[O:31])=[O:30])=[O:27])=[C:22]([O:37][CH:38]([CH3:40])[CH3:39])[CH:21]=2)=[CH:16][CH:15]=1)C(=O)OC(C)(C)C.C(OC(=O)C)C.[ClH:53]>C(OCC)(=O)C>[ClH:53].[OH:1][C@H:2]([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[CH2:3][NH:4][CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([NH:28][S:29]([CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])(=[O:31])=[O:30])=[O:27])=[C:22]([O:37][CH:38]([CH3:39])[CH3:40])[CH:21]=2)=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67097855HCID 67097855, compound

Product 1

HCID 69103530HCID 69103530, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl [(2R)-2-hydroxy-2-phenylethyl][2-[3′-isopropoxy-4′-[[(pentylsulfonyl)amino]-carbonyl]-4-biphenylyl]ethyl]carbamate (170 mg) in ethyl acetate (2 ml) was added hydrochloric acid ethyl acetate solution (4N, 4 ml) at room temperature and the mixture was stirred at the same temperature overnight. The mixture was filtered to collect the precipitate and the precipitate was washed with ethyl acetate. The precipitate was dried under reduced pressure to give 4′-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]-3-isopropoxy-N-(pentylsulfonyl)-4-biphenylcarboxamide hydrochloride (106 mg).

Workup

  1. filtrationThe mixture was filtered
  2. customto collect the precipitate
  3. washthe precipitate was washed with ethyl acetate
  4. customThe precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-97460c12ef5c40489a6fa26b075757da
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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