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Sodium Bicarbonate → Benzyl 1-[({2,5-difluoro-4-[(2-{[((S)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate

HRID 1712682
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HRID 1712682 반응식
[OH:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[O:7]([C:14]([NH:16][C:17]1[CH:22]=[C:21]([O:23][C:24]2[C:29]([F:30])=[CH:28][C:27]([NH:31][C:32]([C:34]3([C:37]([O:39][CH2:40][C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=4)=[O:38])[CH2:36][CH2:35]3)=[O:33])=[C:26]([F:47])[CH:25]=2)[CH:20]=[CH:19][N:18]=1)=O)C1C=CC=CC=1.C(=O)([O-])O.[Na+]>CN1CCCC1=O>[F:47][C:26]1[CH:25]=[C:24]([O:23][C:21]2[CH:20]=[CH:19][N:18]=[C:17]([NH:16][C:14]([N:4]3[CH2:5][CH2:6][C@H:2]([OH:1])[CH2:3]3)=[O:7])[CH:22]=2)[C:29]([F:30])=[CH:28][C:27]=1[NH:31][C:32]([C:34]1([C:37]([O:39][CH2:40][C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)=[O:38])[CH2:36][CH2:35]1)=[O:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 2733874(3S)-pyrrolidin-3-olHCID 24788625Benzyl 1-({[4-([2-[(phenoxycarbonyl)amino]pyridin-4-yl}oxy)-2,5-difluorophenyl]amino}carbonyl)cyclopropanecarboxylate

생성물 1

HCID 59459706Benzyl 1-[({2,5-difluoro-4-[(2-{[((S)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate수율 81%

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

(S)-3-Hydroxypyrrolidine (0.0577 ml) was added to a mixture of benzyl 1-({[4-({2-[(phenoxycarbonyl)amino]pyridin-4-yl}oxy)-2,5-difluorophenyl]amino}carbonyl)cyclopropanecarboxylate (200 mg) and N-methylpyrrolidinone (4.0 ml) at room temperature under a nitrogen atmosphere, and the mixture was stirred for 2 hours. A saturated aqueous solution of sodium hydrogencarbonate (20 ml) was added to the mixture, and the mixture was stirred for 30 minutes. The precipitated solid was collected by filtration, and the solid was washed with water (20 ml, three times), and the solid was dried by hot air (80° C.) for 1 day to give the title compound (159.0 mg, 81%) as a white solid.

후처리

  1. stirringthe mixture was stirred for 30 minutes
  2. filtrationThe precipitated solid was collected by filtration
  3. washthe solid was washed with water (20 ml, three times)
  4. customthe solid was dried by hot air (80° C.) for 1 day

출처 및 근거

ORD 기록
ord-b82b840b79d44db79f8233dc33a61674
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790885B2

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