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1-Phenyl-2-(trimethylsilyl)acetylene → 7-nitro-3-phenyl-2-trimethylsilanyl-1H-indole-5-carboxylic acid ethyl ester

HRID 1802826
Notes
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Reaction equation

HRID 1802826 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH3:2].[CH3:16][Si:17]([CH3:27])([CH3:26])[C:18]#[C:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:1]([O:3][C:4]([C:5]1[CH:10]=[C:9]2[C:8](=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[NH:11][C:18]([Si:17]([CH3:27])([CH3:16])[CH3:26])=[C:19]2[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:15])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 1374641-Phenyl-2-(trimethylsilyl)acetyleneHCID 3018687Benzoic acid, 4-amino-3-nitro-, ethyl ester

Product 1

HCID 686361977-nitro-3-phenyl-2-trimethylsilanyl-1H-indole-5-carboxylic acid ethyl ester

Procedure

4-Amino-3-nitro-benzoic acid ethyl ester and trimethyl-phenylethynyl-silane were reacted according to the same procedures as Preparation 19 to give 7-nitro-3-phenyl-2-trimethylsilanyl-1H-indole-5-carboxylic acid ethyl ester.

Workup

  1. customaccording to the same procedures as Preparation 19

Sources & evidence

ORD record
ord-849af44b5eae410184d86df143d9631b
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08349885B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes