Benzoyl chloride → N-(7,7-Dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-benzamide
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.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>N1C=CC=CC=1>[CH3:19][C:8]1([CH3:20])[C:7]2[CH:6]=[C:5]3[NH:21][C:2]([NH:1][C:22](=[O:29])[C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[N:3][C:4]3=[CH:12][C:11]=2[N:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:9]1=[O:18]Participants
4
Procedure
A solution of D5 (100 mg) and benzoyl chloride (298 mg; 2.12 mmol) in pyridine (12 ml) is stirred at RT for 20 h and then at 80° C. for 2 h. After an aqueous work-up the desired compound is obtained by flash chromatography on silica gel eluted with EtOAc/MeOH (99.5:0.5).
Sources & evidence
- ORD record
- ord-f08d7de1a72d4f2d947e497c268927c9
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07714010B2
Reaction notes
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