P-Anisidine → HCID 22732454, compound

HRID 2084073Notes

Reaction equation

HRID 2084073 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]=[C:11]([CH3:15])[CH:10]=2)[N:3]=1.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1>>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:2]2[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[CH:10]=3)[N:3]=2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 7732P-AnisidineHCID 41892124-chloro-6-methyl-2-(3-methylphenyl)pyrimidine

Product 1

HCID 22732454HCID 22732454, compound

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(3-methylphenyl)pyrimidine (100 mg, 0.457 mmol) and p-anisidine (56 mg, 0.457 mmol), similar to Example 11 as a pale green solid (39 mg, 28%). 1H NMR (DMSO-d6): 8.04 (s, 1H), 8.01-7.99 (m, 1H), 7.56-7.51 (m, 4H), 7.04 (d, J=9.0 Hz, 2H), 6.73 (s, 1H), 3.79 (s, 3H), 2.44 (s, 6H).

Sources & evidence

ORD record
ord-93b8c2c0ad0643768972fb0b0089fa6f
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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