Dimethylformamide → HCID 68661530, 화합물

HRID 1022396노트

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HRID 1022396 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 68661530HCID 68661530, 화합물수율 73.6%

시약·촉매·용매 1

HCID 962Water용매

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온도
85 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e9f2994e9ba747a7af6dded903bbb9e0
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722580B2

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