Carbonic acid, compound with phenylguanidine (1:1) → 2-Anilino-4-(1,2-dimethylimidazol-5-yl)pyrimidine

HRID 1064304Notes

Reaction equation

HRID 1064304 reaction equation
Cl[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.[C:21](=O)(O)O.C1(NC(N)=N)C=CC=CC=1>>[NH:5]([C:6]1[N:11]=[C:10]([C:12]2[N:16]([CH3:21])[C:15]([CH3:17])=[N:14][CH:13]=2)[CH:9]=[CH:8][N:7]=1)[C:4]1[CH:18]=[CH:19][CH:20]=[CH:2][CH:3]=1

Participants

3

Reactant 2

HCID 16217093Carbonic acid, compound with phenylguanidine (1:1)HCID 222734852-(3-Chloroanilino)-4-(2-methylimidazol-5-yl)pyrimidin

Product 1

HCID 222734802-Anilino-4-(1,2-dimethylimidazol-5-yl)pyrimidineYield 26.3%

Procedure

5-(3-Dimethylaminoprop-2-enoyl)-1,2-dimethylimidazole (Method 1; 314 mg, 1.62 mmol) and phenylguanidine hydrogen carbonate (321 mg, 1.62 mmol) were treated as described in Example 1 to give the title compound 113 mg, (26%) as a solid. NMR: 2.37 (s, 3H), 3.93 (s, 3H), 6.95 (t, 1H), 7.08 (d, 1H), 7.28 (t, 2H), 7.59 (s, 1H), 7.69 (d, 2H), 8.35 (d, 1H), 9.43 (s, 1H); m/z: 266.

Sources & evidence

ORD record
ord-5c817a6ae793400f94537907eaa785a1
Source dataset
uspto-grants-2005_11
Patent number
US06969714B2

Reaction notes

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