3-Fluoroaniline → HCID 11164232, compound

HRID 898340Notes

Reaction equation

HRID 898340 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[C:9](=O)[CH2:8][CH2:7][CH2:6][C:5]2=1.[F:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH:20][C:19]3[CH:21]=[CH:22][CH:23]=[C:17]([F:16])[CH:18]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

3

Reactant 2

HCID 97423-FluoroanilineHCID 7085296-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-one

Product 1

HCID 11164232HCID 11164232, compound

Procedure

6-Bromo-N-(3-fluorophenyl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-one (100 mg, 0.38 mmol) and 3-fluoroaniline (84 mg, 0.76 mmol) in a similar manner as described above to give 17 mg (12%) of a white solid; 1H-NMR (DMSO-d6): δ 11.08 (s, 1H), 7.56 (s, 1H), 7.23 (d, 1H), 7.14-7.04 (m, 2H), 6.53-6.48 (m, 2H), 6.36-6.26 (m, 2H), 4.78-4.76 (m, 1H), 2.69-2.53 (m, 2H), 2.00-1.85 (m, 2H), 1.81-1.76 (m, 2H); MS m/z (M+1) 357, 359.

Sources & evidence

ORD record
ord-e132219cfe0549fb8ed70fc37f220bb2
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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