2-Chloropyrimidine → HCID 59691861, compound

HRID 898328Notes

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[C:17]1[N:22]=[CH:21][CH:20]=[CH:19][N:18]=1>>[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[N:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 27718626-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Product 1

HCID 59691861HCID 59691861, compound

Procedure

6-Methyl-N-pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine and 2-chloropyrimidine in a similar manner as described above to give 5 mg (4%) of a yellow solid. 1H-NMR (CDCl3): δ 8.63 (s, 1H), 8.40 (d, 1H), 7.32 (d, 2H), 7.24 (d, 1H), 7.01 (d, 1H), 6.64 (t, 1H), 5.47 (d, 1H), 5.24 (q, 1 h), 2.74 (m, 2H), 2.44 (s, 3H), 2.36 (t, 1H), 2.00 (m, 3H); MS m/z 279 (M+1).

Sources & evidence

ORD record: ord-d70e19f489d6496ab03fa82f6ec8bd19
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07351733B2

Reaction notes

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