Hydrochloric Acid → HCID 67097907, compound

HRID 2078644Notes

Reaction equation

HRID 2078644 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][C:12]([NH:14][S:15]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][N:32]([CH2:40][C@H:41]([OH:48])[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)C(=O)OC(C)(C)C)=[CH:26][CH:25]=2)=[CH:20][C:19]=1[O:49][CH:50]1[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]1)(=[O:17])=[O:16])=[O:13])=O)(C)(C)C.[ClH:56]>C(OCC)(=O)C>[ClH:56].[ClH:56].[NH2:8][CH2:9][CH2:10][CH2:11][C:12]([NH:14][S:15]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH:32][CH2:40][C@H:41]([OH:48])[C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[CH:26][CH:25]=2)=[CH:20][C:19]=1[O:49][CH:50]1[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]1)(=[O:17])=[O:16])=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67098035HCID 67098035, compound

Product 1

HCID 67097907HCID 67097907, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl [2-[4′-[[[4-[(tert-butoxycarbonyl)amino]butanoyl]amino]sulfonyl]-3′-(cyclohexyloxy)-4-biphenylyl]ethyl][(2R)-2-hydroxy-2-phenylethyl]carbamate (110 mg) in ethyl acetate (1 ml) was added hydrogen chloride in ethyl acetate (4N, 1 ml) at room temperature and the mixture was stirred at the same temperature for 6 hours. The mixture was filtered to collect the precipitate and the precipitate was washed with ethyl acetate/hexane (1:1). The precipitate was dried under reduced pressure to give 4-amino-N-[[3-(cyclohexyloxy)-4′-[2-[[(2R)-2-hydroxy-2-phenylethyl]-amino]ethyl]-4-biphenylyl]sulfonyl]butanamide dihydrochloride (85 mg).

Workup

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

Sources & evidence

ORD record
ord-b1ff51c258864c909ea2c1ae2fa21f72
Source dataset
uspto-grants-2011_04
Patent number
US07928264B2

Reaction notes

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