Sodium hydride → 2-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-butyrolactone

HRID 51496

반응식

HRID 51496 반응식
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[H-].[Na+].Br[CH:27]1[CH2:32][CH2:31][O:30][C:28]1=[O:29]>CN(C)C=O>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[CH:13][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:15][CH:16]=3)=[CH:9][N:8]([CH:27]3[CH2:32][CH2:31][O:30][C:28]3=[O:29])[C:4]=2[N:5]=[CH:6][N:7]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 954632(3H)-Furanone, 3-bromodihydro-HCID 120422345-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

생성물 1

HCID 227362412-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-butyrolactone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

4-Amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine (1.0 g) was added to a mixture of sodium hydride (0.158 g of a 60% dispersion in mineral oil) in dimethyl formamide (70 ml) with stirring under nitrogen at 0° C. The mixture was stirred at 0° C. for 1 hour and then α-bromo-γ-butyrolactone (0.60 g) in dimethylformamide (6 ml) was added dropwise with stirring at 0° C. The mixture was stirred at ambient temperature for 18 hours and then quenched with water (100 ml). The mixture was extracted with ethyl acetate. The combined extracts were dried and evaporated to give 2-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-butyrolactone as an oil which was used directly in b).

후처리

  1. stirringThe mixture was stirred at 0° C. for 1 hour
  2. stirringwith stirring at 0° C
  3. stirringThe mixture was stirred at ambient temperature for 18 hours
  4. customquenched with water (100 ml)
  5. extractionThe mixture was extracted with ethyl acetate
  6. customThe combined extracts were dried
  7. customevaporated

출처 및 근거

ORD 기록
ord-6f66962956a94b1cb544567f732d7e9e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713474B2

연결된 노트

불러오는 중…