3-Chloroaniline → HCID 22732338, compound
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19]>>[Cl:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH:19][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1Participants
3
Procedure
The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (82.3 mg, 0.4 mmol) and 3-chloroaniline (50.8 mg, 0.4 mmol ) similar to Example 173 and was isolated as a white solid (99 mg, 84 %). 1H NMR (CDCl3): 8.59 (d, J=4.2 Hz, 1H), 8.29 (d, J=8.1 Hz, 1H), 7.80 (br, 1H), 7.67 (t, J=1.5 Hz, 1H), 7.38 (s, 1H), 7.19 (m, 1H), 7.10 (m, 2H), 6.91 (m, 1H), 6.41 (s, 1H), 2.28 (s, 3H).
Sources & evidence
- ORD record
- ord-15a064536d0747e499ae74f3989af6fa
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06716851B2
Reaction notes
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