3-Fluorobenzyl bromide → Cyclopropanecarboxylic acid[6-cyano-9-(3-fluorobenzyl)-2,3,4,9-tetrahydro-1h-carbazol-3-yl]amide
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH2:10][CH2:9][CH:8]([NH:16][C:17]([CH:19]3[CH2:21][CH2:20]3)=[O:18])[CH2:7][C:6]2=1)#[N:2].[F:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26]Br>>[C:1]([C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:26][C:25]1[CH:28]=[CH:29][CH:30]=[C:23]([F:22])[CH:24]=1)[C:11]1[CH2:10][CH2:9][CH:8]([NH:16][C:17]([CH:19]3[CH2:21][CH2:20]3)=[O:18])[CH2:7][C:6]2=1)#[N:2]Participants
3
Procedure
Prepare the title compound from cyclopropanecarboxylic acid(6-cyano-2,3,4,9-tetrahydro-1H-carbazol-3-yl)amide (3.00 g, 10.7 mmol) and 3-fluorobenzyl bromide (2.2 g, 11.8 mmol) by essentially following procedures as described in Example 1 to obtain 1.4 g (34%) of a beige solid. mp: 207-209° C.; MS (ES): m/z 388 (M+1); HPLC: Rt=2.28 min (100%).
Sources & evidence
- ORD record
- ord-026598d62ea74297b89b64d20cdd34ea
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07935722B2
Reaction notes
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