Pyridine → 2-Anilino-4-[1-isopropyl-2-(methoxyiminomethyl)imidazol-5-yl]pyrimidine

HRID 32344

반응식

HRID 32344 반응식
Cl.[O:2]([NH2:4])[CH3:3].N1C=CC=CC=1.[NH:11]([C:18]1[N:23]=[C:22]([C:24]2[N:28]([CH:29]([CH3:31])[CH3:30])[C:27]([CH:32]=O)=[N:26][CH:25]=2)[CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CCO>[NH:11]([C:18]1[N:23]=[C:22]([C:24]2[N:28]([CH:29]([CH3:30])[CH3:31])[C:27]([CH:32]=[N:4][O:2][CH3:3])=[N:26][CH:25]=2)[CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 116381022-Anilino4-(2-formyl-1-isopropylimidazol-5-yl)pyrimidine

생성물 1

HCID 867607262-Anilino-4-[1-isopropyl-2-(methoxyiminomethyl)imidazol-5-yl]pyrimidine수율 91%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Methoxylamine hydrochloride (340 mg, 4.07 mmol) and pyridine (322 mg, 4.07 mmol) was added to a solution of 2-anilino-4-(2-formyl-1-isopropylimidazol-5-yl)pyrimidine (Example 10; 250 mg, 0.814 mmol) in EtOH (10 ml) and the mixture was stirred at ambient temperature for 18 hours. The volatiles were removed by evaporation and the residue triturated with water. The solid product was collected by filtration and dried at 50° C. under vacuum to give the title compound (248 mg, 91%) as a white crystalline solid. NMR (CDCl3): 1.54 (d, 6H), 4.07 (s, 3H), 5.65-5.80 (sept, 1H), 6.95 (d, 1H), 7.15 (m, 2H), 7.34 (t, 2H), 7.50 (s 1H), 7.57 (d, 2H), 8.28 (s, 1H), 8.41 (d, 1 H); m/z 337.

후처리

  1. customThe volatiles were removed by evaporation
  2. customthe residue triturated with water
  3. filtrationThe solid product was collected by filtration
  4. customdried at 50° C. under vacuum

출처 및 근거

ORD 기록
ord-1abed8ef4cef491fbb24b1d7b8cc1856
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427626B2

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