Morpholine → (S)-1-(1-Methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

HRID 75286

반응식

HRID 75286 반응식
Br[C:2]1[CH:3]=[C:4]2[N:13]([CH3:14])[CH:12]=[CH:11][C:5]2=[N:6][C:7]=1[C@@H:8]([NH2:10])[CH3:9].CC(C)([O-])C.[K+].[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>COCCOC>[CH3:14][N:13]1[C:4]2[C:5](=[N:6][C:7]([C@@H:8]([NH2:10])[CH3:9])=[C:2]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:3]=2)[CH:11]=[CH:12]1

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 23665647Potassium tert-butoxideHCID 86707977(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

생성물 1

HCID 86707976(S)-1-(1-Methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine (1.6 g, 6.30 mmol) was stirred with potassium tert-butoxide (2.83 g, 25.2 mmol) and morpholine (6.58 g, 76 mmol) in DME (50 mL) at 88° C. for 4 hours. The mixture was then concentrated in vacuo. The residue was taken up in acetonitrile and water, and was lyophilized to give the title compound, which was used without further purification. ESI-MS m/z [M+H]+ calc'd for C14H20N4O, 261; found 261.

후처리

  1. concentrationThe mixture was then concentrated in vacuo

출처 및 근거

ORD 기록
ord-4cbd1736e79d42b396bc73bd97b79d20
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835420B2

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