Dimethylformamide → HCID 68661530、化合物

HRID 1022396ノート

反応式

HRID 1022396 の反応式
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.Cl.[CH2:20]([O:22][C:23](=[O:26])[CH2:24][NH2:25])[CH3:21].CN(C=O)C.C(N(CC)CC)C>O>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:25][CH2:24][C:23]([O:22][CH2:20][CH3:21])=[O:26])[N:11]=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 16282212,6-dichloro-4-phenylquinazolineHCID 2723640Glycine ethyl ester, hydrochloride

生成物 1

HCID 68661530HCID 68661530、化合物収率 73.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

To 550 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3) and 419 mg of glycine ethyl ester hydrochloride were added 3 ml of DMF and 607 mg of triethylamine, followed by stirring at 85° C. for 5.5 hours. The resulting reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The extract was concentrated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1 to 3:1 to obtain 503 mg of the titled compound. Mp.146.1° C. 1H NMR (CDCl3): 1.30 (3H, t, J=7.2 Hz), 4.25 (2H, q, J=7.2 Hz), 4.31 (2H, d, J=5.2 Hz), 5.97 (1H, br. s), 7.54-7.63 (5H, m), 7.67-7.70 (2H, m), 7.79 (1H, s).

後処理

  1. customThe resulting reaction solution
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract was concentrated
  4. customThe resulting residue was purified by silica gel column chromatography (hexane

出典と根拠

ORDレコード
ord-e9f2994e9ba747a7af6dded903bbb9e0
出典データセット
uspto-grants-2014_05
特許番号
US08722580B2

反応ノート

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