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Tetrahydrofuran → HCID 69664036, 화합물

HRID 1791821
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HRID 1791821 반응식
CO[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][C@@H:15]1[CH2:17][O:16]1)[N:9]=[CH:8][N:7]=[C:6]2[O:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23]([CH3:28])=[CH:22]2.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1.C1C[O:37][CH2:36]C1>>[OH:16][C@@H:15]([CH2:17][N:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)[CH2:14][O:13][C:12]1[CH:11]=[C:10]2[C:5]([C:6]([O:18][C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[NH:24][C:23]([CH3:28])=[CH:22]4)=[N:7][C:8]([O:37][CH3:36])=[N:9]2)=[CH:4][CH:3]=1
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참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 31268PyrrolidineHCID 23537223HCID 23537223, 화합물

생성물 1

HCID 69664036HCID 69664036, 화합물수율 36%

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온도
75 °C

실험 절차

A mixture of (2S)-6-methoxy-4-(2-methylindol-5-yloxy)-7-(oxiran-2ylmethoxy)quinazoline (250 mg, 0.66 mmol), and pyrrolidine (1.5 ml) in THF (10 ml) was stirred at 75° C. for 3 hours under an atmosphere of nitrogen and then allowed to cool to ambient temperature. The mixture was filtered and the filtrate evaporated in vacuo. The residue was purified by silica gel chromatography using gradient elution with dichloromethane/methanolic ammonia (7M) (100/0 to 90/10) to give (2S)-7-(2-hydroxy-3-(pyrrolidin-1-yl)propoxy)-methoxy-4-(2-methylindol-5-yloxy)quinazoline (106 mg, 36%).

후처리

  1. temperatureto cool to ambient temperature
  2. filtrationThe mixture was filtered
  3. customthe filtrate evaporated in vacuo
  4. customThe residue was purified by silica gel chromatography
  5. washelution with dichloromethane/methanolic ammonia (7M) (100/0 to 90/10)

출처 및 근거

ORD 기록
ord-6b9629aaad264eb587e7df0db68d2700
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074800B1

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