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

HRID 2235471Notes

Reaction equation

HRID 2235471 reaction equation
[NH2:1][C:2]1[N:21]([CH:22]([CH3:24])[CH3:23])[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.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH:22]([N:21]1[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]=[C:2]1[NH:1][C:25](=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 593007422-Amino-1-isopropyl-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo [4,5-f]indol-6-one

Product 1

HCID 59300814N-(1-Isopropyl-7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-benzamideYield 67.9%

Procedure

The compound (170 mg) is prepared from D6 (190 mg) and benzoyl chloride (0.2 ml; 1.60 mmol) as described in Example 174.

Sources & evidence

ORD record
ord-2f9f3f4eb2f44a6a9b71547b269ab1aa
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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