HCID 86674571, compound → HCID 71478388, compound

HRID 1852042Notes

Reaction equation

HRID 1852042 reaction equation
[Si]([O:8][NH:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:25]2[C:33]3[C:28](=[CH:29][C:30]([C:34]([NH:36][C@H:37]([C:39]4[CH:44]=[CH:43][CH:42]=[C:41]([CH:45]([CH3:47])[CH3:46])[CH:40]=4)[CH3:38])=[O:35])=[CH:31][CH:32]=3)[C:27]([CH3:48])=[C:26]2[CH3:49])=[CH:20][CH:19]=1)=[O:11])(C(C)(C)C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[OH:8][NH:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[CH:20][C:21]([CH2:24][N:25]2[C:33]3[C:28](=[CH:29][C:30]([C:34]([NH:36][C@H:37]([C:39]4[CH:44]=[CH:43][CH:42]=[C:41]([CH:45]([CH3:46])[CH3:47])[CH:40]=4)[CH3:38])=[O:35])=[CH:31][CH:32]=3)[C:27]([CH3:48])=[C:26]2[CH3:49])=[CH:22][CH:23]=1)=[O:11]

Participants

4

Reactant 1

HCID 86674571HCID 86674571, compound

Product 1

HCID 71478388HCID 71478388, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The solution of (S)-1-((2′-(((tert-Butyldimethylsilyl)oxy)carbamoyl)-[1,1′-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide in DCM (3 mL) and TFA (0.5 mL) was stirred for 1 h at rt. The solvent was removed and the residue was purified by reverse phase prep-HPLC (MeOH/Acetonitrile/water) to obtain the title compound. ESI-MS (m/z): 560 [M+H]+.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by reverse phase prep-HPLC (MeOH/Acetonitrile/water)

Sources & evidence

ORD record
ord-a60d1a5487894f4ba939b3fc41795045
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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