4-t-butyldimethylsilyloxy-N2-(4-t-butylbenzoyl)-1,2-benzenediamine → 4-t-Butyldimethylsilyloxy-N2-(4-t-butylbenzoyl)-N1-(3-chloroindol-6-ylcarbonyl)-1,2-benzenediamine

HRID 2301842Notes

Reaction equation

HRID 2301842 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[C:11]([NH:16][C:17](=[O:28])[C:18]2[CH:23]=[CH:22][C:21]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:20][CH:19]=2)[C:12]([NH2:15])=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Cl:29][C:30]1[C:38]2[C:33](=[CH:34][C:35]([C:39](O)=[O:40])=[CH:36][CH:37]=2)[NH:32][CH:31]=1>>[Si:1]([O:8][C:9]1[CH:10]=[C:11]([NH:16][C:17](=[O:28])[C:18]2[CH:23]=[CH:22][C:21]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:20][CH:19]=2)[C:12]([NH:15][C:39]([C:35]2[CH:34]=[C:33]3[C:38]([C:30]([Cl:29])=[CH:31][NH:32]3)=[CH:37][CH:36]=2)=[O:40])=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 117951904-t-butyldimethylsilyloxy-N2-(4-t-butylbenzoyl)-1,2-benzenediamineHCID 155430423-Chloro-1H-indole-6-carboxylic acid

Product 1

HCID 538588904-t-Butyldimethylsilyloxy-N2-(4-t-butylbenzoyl)-N1-(3-chloroindol-6-ylcarbonyl)-1,2-benzenediamineYield 72.2%

Procedure

Using the procedure described in Example 9, Part C, 4-t-butyldimethylsilyloxy-N2-(4-t-butylbenzoyl)-1,2-benzenediamine (750 mg, 1.9 mmol) and 3-chloroindole-6-carboxylic acid (372 mg, 1.9 mmol) yielded 790 mg (72%) of the title compound.

Sources & evidence

ORD record
ord-cd51172e0aaa4e55891916b456e13bee
Source dataset
uspto-grants-2002_12
Patent number
US06500851B2

Reaction notes

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