Hydrochloric Acid → HCID 117871179, compound

HRID 1477165Notes

Reaction equation

HRID 1477165 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]([C:11](=[O:43])[NH:12][C@@H:13]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:14]([N:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][C@H:17]1[C:25](=[O:36])[NH:26][CH2:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1[CH3:35])=[O:15])[CH3:10])C)(C)(C)C.Cl.C(Cl)[Cl:47]>O1CCOCC1>[ClH:47].[F:34][C:32]1[CH:31]=[CH:30][C:29]([CH3:35])=[C:28]([CH:33]=1)[CH2:27][NH:26][C:25]([C@@H:17]1[CH2:18][C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:16]1[C:14](=[O:15])[C@@H:13]([NH:12][C:11](=[O:43])[C@@H:9]([NH:7][CH3:6])[CH3:10])[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)=[O:36]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 117872103HCID 117872103, compound

Product 1

HCID 117871179HCID 117871179, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

((S)-1-{(S)-2-[(S)-2-(5-Fluoro-2-methyl-benzylcarbamoyl)-2,3-dihydro-indol-1-yl]-2-oxo-1-phenyl-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (48 mg) was suspended in a 1:1 mixture of 4 M HCl in dioxane) and DCM and stirred at rt for 1 h. The solvent was removed in vacuo and the resulting solid was dissolved in CH3CN and water (3:1), and lyophilized to give (S)-1-[(S)-2-((S)-2-methylamino-propionylamino)-2-phenyl-acetyl]-2,3-dihydro-1H-indole-2-carboxylic acid 5-fluoro-2-methyl-benzylamide hydrochloride salt as a white powder (44 mg), m/z=503 (M+H).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe resulting solid was dissolved in CH3CN

Sources & evidence

ORD record
ord-31859b2becd94c139c0d13bc0a98e216
Source dataset
uspto-grants-2016_08
Patent number
US09403768B2

Reaction notes

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