2-Chloropyrimidine → HCID 11242521, compound

HRID 898335Notes

Reaction equation

HRID 898335 reaction equation
Br[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>>[N:18]1[CH:19]=[CH:20][CH:21]=[N:22][C:17]=1[NH:15][CH:9]1[C:10]2[NH:11][C:12]3[C:4](=[CH:3][CH:2]=[CH:14][CH:13]=3)[C:5]=2[CH2:6][CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 744042-ChloropyrimidineHCID 5978796-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Product 1

HCID 11242521HCID 11242521, compound

Procedure

N-Pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine (150 mg, 0.81 mmol) and 2-chloropyrimidine (184 mg, 1.62 mmol) in a similar manner as described in Example 22 to give 16 mg (8%) of a yellow solid. 1H-NMR (DMSO-d6): δ 10.63 (s, 1H), 8.32 (d, 2H), 7.43 (d, 1H), 7.36 (d, 1H), 7.25 (d, 1H), 7.01-6.97 (m, 1H), 6.93-6.89 (m, 1H), 6.60 (t, 1H), 5.32-5.28 (m, 1H), 2.68-2.57 (m, 2H), 2.041.97 (m, 2H), 1.87-1.75 (m, 2H).

Sources & evidence

ORD record
ord-196605a6aaf04d83aff92ea8580e774c
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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