4-Methyl-2-(methylsulfonyl)pyrimidine → HCID 11381417, compound

HRID 898325Notes

Reaction equation

HRID 898325 reaction equation
[Cl: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.[CH3:16][C:17]1[CH:22]=[CH:21][N:20]=[C:19](S(C)(=O)=O)[N:18]=1>>[Cl: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:19]3[N:18]=[C:17]([CH3:16])[CH:22]=[CH:21][N:20]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

3

Reactant 2

HCID 27723794-Methyl-2-(methylsulfonyl)pyrimidineHCID 177434976-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Product 1

HCID 11381417HCID 11381417, compound

Procedure

6-Chloro-N-(4-methylpyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine and 4-methyl-2-methylsulfonylpyrimidine in a similar manner as described above to give 6 mg (7% yield) of a yellow solid. 1H-NMR (CDCl3): δ 9.05 (s, 1H), 8.23 (d, 1H), 7.45 (m, 1H), 7.17 (d, 1H), 7.07 (dd, 1H), 6.52 (d, 1H), 5.36 (m, 1H), 5.20 (m, 1H), 2.70 (m, 2H), 2.38 (s, 3H), 2.29 (m, 1H), 2.02-1.85 (m, 3H); MS m/z 311 (M−1).

Sources & evidence

ORD record
ord-215cc29e8bba43378ca5e19eb4b7531c
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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