6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine → HCID 11303361, compound

HRID 898329Notes

Reaction equation

HRID 898329 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[N:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH3:26])[N:18]=1>>[ClH:16].[CH3:26][O:25][C:19]1[CH:20]=[C:21]([O:23][CH3:24])[N:22]=[C:17]([NH:15][CH:9]2[C:10]3[NH:11][C:12]4[C:4](=[CH:3][C:2]([CH3:1])=[CH:14][CH:13]=4)[C:5]=3[CH2:6][CH2:7][CH2:8]2)[N:18]=1

Participants

3

Reactant 2

HCID 27718626-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amineHCID 51523232-Chloro-4,6-dimethoxypyrimidine

Product 1

HCID 11303361HCID 11303361, compound

Procedure

N-(4,6-Dimethoxypyrimidin-2-yl)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine hydrochloride was prepared from 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine and 2-chloro-4,6-dimethoxypyrimidine in a similar manner as described in Example 22 to give 12 mg (8%) of a redish solid. 1H-NMR (CDCl3): δ 10.4 (s, 1H), 7.40 (s, 1H), 7.13 (m, 2H), 6.82 (s, 1H), 5.46 (d, 1H), 5.30 (s, 1H), 4.08 (s, 6H), 2.65 (m, 2H), 2.33 (s, 3H), 2.06 (m, 2H), 1.80 (m, 2H); MS m/z 339 (M+1).

Workup

  1. customto give 12 mg (8%) of a redish solid

Sources & evidence

ORD record
ord-717978240b1e4066b32b77ebb9bd26b6
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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