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

HRID 32344

反応式

HRID 32344 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1abed8ef4cef491fbb24b1d7b8cc1856
出典データセット
uspto-grants-2008_09
特許番号
US07427626B2

関連ノート

読み込み中…