(R)-(+)-beta-Methylphenethylamine → (R)-4'-((2,3-dimethyl-5-(2-phenylpropylcarbamoyl)-1H-indol-1-yl)methyl)biphenyl-2-carboxylic acid

HRID 1851899Notes

Reaction equation

HRID 1851899 reaction equation
[C:1]1([C@@H:7]([CH3:10])[CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:15][C:16]([C:18]1C=CC=C[C:19]=1[C:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:31]2[C:39]3[C:34](=[CH:35][C:36]([C:40]([OH:42])=O)=[CH:37][CH:38]=3)[C:33]([CH3:43])=[C:32]2[CH3:44])=[CH:26][CH:25]=1)=[O:17])(C)(C)C>>[CH3:44][C:32]1[N:31]([CH2:30][C:27]2[CH:26]=[CH:25][C:24]([C:19]3[C:18]([C:16]([OH:15])=[O:17])=[CH:6][CH:1]=[CH:2][CH:3]=3)=[CH:29][CH:28]=2)[C:39]2[C:34]([C:33]=1[CH3:43])=[CH:35][C:36]([C:40](=[O:42])[NH:9][CH2:8][C@@H:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:10])=[CH:37][CH:38]=2

Participants

3

Reactant 2

HCID 1547949(R)-(+)-beta-MethylphenethylamineHCID 710746641-((2'-(tert-Butoxycarbonyl)biphenyl-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid

Product 1

HCID 71074790(R)-4'-((2,3-dimethyl-5-(2-phenylpropylcarbamoyl)-1H-indol-1-yl)methyl)biphenyl-2-carboxylic acid

Procedure

The title compound was prepared following the same general protocol as described in Steps 8-9, Example 1, using (R)-2-phenylpropan-1-amine and 1-((2′-(tert-butoxycarbonyl)biphenyl-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid. LC-MS 517 (M+H).

Sources & evidence

ORD record
ord-da35a500b32c4dbba87752f7e5fb808f
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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