2-Bromobenzoyl chloride → 2-Bromo-N-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-benzamide

HRID 2235463Notes

Reaction equation

HRID 2235463 reaction equation
[NH2:1][C:2]1[NH:21][C:5]2=[CH:6][C:7]3[C:8]([CH3:20])([CH3:19])[C:9](=[O:18])[N:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:11]=3[CH:12]=[C:4]2[N:3]=1.[Br:22][C:23]1[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25](Cl)=[O:26]>>[Br:22][C:23]1[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25]([NH:1][C:2]1[NH:21][C:5]2=[CH:6][C:7]3[C:8]([CH3:20])([CH3:19])[C:9](=[O:18])[N:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:11]=3[CH:12]=[C:4]2[N:3]=1)=[O:26]

Participants

3

Reactant 2

HCID 235422-Bromobenzoyl chlorideHCID 593008242-Amino-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one

Product 1

HCID 593007572-Bromo-N-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-benzamideYield 39.3%

Procedure

2-Bromo-N-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-benzamide (136 mg) is prepared from D5 (211 mg) and 2-bromobenzoyl chloride (342 mg; 1.51 mmol) as described in Example 170.

Sources & evidence

ORD record
ord-175302bfb3a24e4ba25d954193a3f091
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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