(R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochloride → (R)-4-(4-methoxy-benzylsulfanyl)-3-[(7-nitro-2-phenyl-1H-indole-5-carbonyl)-amino]-butyric acid methyl ester

HRID 1466528Notes

Reaction equation

HRID 1466528 reaction equation
[C:1]1([C:7]2[NH:8][C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([C:16](O)=[O:17])=[CH:11][C:10]=3[N+:19]([O-:21])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:23][O:24][C:25](=[O:40])[CH2:26][C@@H:27]([NH2:39])[CH2:28][S:29][CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=1>>[CH3:23][O:24][C:25](=[O:40])[CH2:26][C@@H:27]([NH:39][C:16]([C:12]1[CH:13]=[C:14]2[C:9](=[C:10]([N+:19]([O-:21])=[O:20])[CH:11]=1)[NH:8][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[CH:15]2)=[O:17])[CH2:28][S:29][CH2:30][C:31]1[CH:32]=[CH:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 66974362(R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochlorideHCID 684765287-Nitro-2-phenyl-1h-indole-5-carboxylic acid

Product 1

HCID 68477813(R)-4-(4-methoxy-benzylsulfanyl)-3-[(7-nitro-2-phenyl-1H-indole-5-carbonyl)-amino]-butyric acid methyl ester

Procedure

2-Phenyl-7-nitro-1H-indole-5-carboxylic acid prepared in Preparation 28 and (R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochloride prepared in Preparation 47 were reacted according to the same procedure as Example 92 to give the title compound.

Workup

  1. customprepared in Preparation 47
  2. customwere reacted

Sources & evidence

ORD record
ord-6ee86bb584164bbb94b5e818f6690ae2
Source dataset
uspto-grants-2015_04
Patent number
US09000028B2

Reaction notes

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