Aluminium lithium hydride → 7-(1-Methyl-pyrrolidin-3-ylmethoxy)-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline

HRID 8276

반응식

HRID 8276 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O[C:15]([N:17]1[CH2:21][CH2:20][CH:19]([CH2:22][O:23][C:24]2[CH:33]=[C:32]3[C:27]([C:28]([C:34]4[C:38]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][N:40]=5)=[N:37][N:36]5[CH2:45][CH2:46][CH2:47][C:35]=45)=[CH:29][CH:30]=[N:31]3)=[CH:26][CH:25]=2)[CH2:18]1)=O)C1C=CC=CC=1>O1CCCC1.C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>[CH3:15][N:17]1[CH2:21][CH2:20][CH:19]([CH2:22][O:23][C:24]2[CH:33]=[C:32]3[C:27]([C:28]([C:34]4[C:38]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][N:40]=5)=[N:37][N:36]5[CH2:45][CH2:46][CH2:47][C:35]=45)=[CH:29][CH:30]=[N:31]3)=[CH:26][CH:25]=2)[CH2:18]1

참가 물질

5

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 693657753-[4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinolin-7-yloxymethyl]-pyrrolidine-1-carboxylic acid benzyl ester

생성물 1

HCID 101807777-(1-Methyl-pyrrolidin-3-ylmethoxy)-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 9855836Potassium sodium tartarate용매

반응 조건

온도
65 °C

실험 절차

To a 1 M solution of lithium aluminum hydride in tetrahydrofuran (0.60 mL, 0.59 mmol) is added a solution of 3-[4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinolin-7-yloxymethyl]-pyrrolidine-1-carboxylic acid benzyl ester (215 mg, 0.39 mmol) in tetrahydrofuran (2 mL). The mixture is heated at 65° C. for 2 h, cooled to 0° C., and diluted with saturated aqueous sodium potassium tartrate solution. The mixture is extracted with chloroform and the organic portion chromatographed on SiO2 to yield the title compound, 112 mg (67%), as a yellow foam.

후처리

  1. temperaturecooled to 0° C.
  2. extractionThe mixture is extracted with chloroform
  3. customthe organic portion chromatographed on SiO2

출처 및 근거

ORD 기록
ord-4c71d311966240d38a6e88fb07d5d068
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

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