6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine → HCID 11256270, compound

HRID 898337Notes

Reaction equation

HRID 898337 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH2:15])[CH2:8][CH2:7][CH2:6][C:5]2=1.[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][N:18]=1>>[ClH:16].[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH:15][C:17]3[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][N:18]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

3

Reactant 2

HCID 27718626-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amineHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 11256270HCID 11256270, compound

Procedure

6-[(6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl)amino]nicotinonitrile hydrochloride salt was prepared from 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine (0.10 g, 0.50 mmol) and 6-chloronicotinonitrile (0.138 g, 0.1 mmol) in a similar manner as described above to give a light brown solid (0.005 g, 3.0%). 1H-NMR (CDCl3): δ 8.49 (s, 1H), 8.33 (s, 1H), 7.56 (d, 1H), 7.28 (s, 1H), 7.18 (d, 1H), 6.99 (d, 1H), 6.42 (d, 1H), 5.31 (d, 1H), 5.15 (d, 1H) 2.77-2.70 (m, 2H), 2.28-2.25 (m, 1H), 2.00-1.92 (m, 3H); MS m/z 301 (M−1).

Sources & evidence

ORD record
ord-a3638ba5508a46cfaec5a475e95c8e1d
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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