2-(3-Chloroanilino)-4-(2-methylimidazol-5-yl)pyrimidin → 2-(3-Chloroanilino)-4-(1,2-dimethylimidazol-5-yl)pyrimidine

HRID 1064303Notes

Reaction equation

HRID 1064303 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[NH:5][C:6]1[N:11]=[C:10]([C:12]2[NH:16][C:15]([CH3:17])=[N:14][CH:13]=2)[CH:9]=[CH:8][N:7]=1.Cl[C:22]1C=C(NC(N)=N)C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[NH:5][C:6]1[N:11]=[C:10]([C:12]2[N:16]([CH3:22])[C:15]([CH3:17])=[N:14][CH:13]=2)[CH:9]=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 222734852-(3-Chloroanilino)-4-(2-methylimidazol-5-yl)pyrimidinHCID 178512488HCID 178512488, compound

Product 1

HCID 222735162-(3-Chloroanilino)-4-(1,2-dimethylimidazol-5-yl)pyrimidineYield 29.3%

Procedure

5-(3-Dimethylaminoprop-2-en-1-oyl)-1,2-dimethylimidazole (Method 1; 111 mg, 0.58 mmol) and 3-chlorophenylguanidine (97 mg, 0.58 mmol) were treated as described in Example 1 to give the title compound 51 mg, (29%) as a solid. NMR: 2.40 (s, 3H), 3.97 (s, 3H), 6.98 (d, 1H), 7.15 (d, 1H), 7.30 (t, 1H), 7.58 (d, 1H), 7.67 (s, 1H), 7.97 (s, 1H), 8.40 (d, 1H), 9.68 (s, 1H); m/z: 300.

Sources & evidence

ORD record
ord-4db61f5a80984c628337d6e720f4de5b
Source dataset
uspto-grants-2005_11
Patent number
US06969714B2

Reaction notes

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