Acetic Acid → 6-(1-Carbamoylcyclopentylamino)-5-fluoro-2-(quinolin-3-ylamino)nicotinamide

HRID 2201154

반응식

HRID 2201154 반응식
[C:1]([C:3]1[CH:4]=[C:5]([F:29])[C:6]([NH:20][C:21]2([C:26]([NH2:28])=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22]2)=[N:7][C:8]=1[NH:9][C:10]1[CH:11]=[N:12][C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[CH:15][CH:14]=2)#[N:2].[OH-].[Na+].OO.CC(O)=[O:36]>CCO.CS(C)=O>[C:26]([C:21]1([NH:20][C:6]2[C:5]([F:29])=[CH:4][C:3]([C:1]([NH2:2])=[O:36])=[C:8]([NH:9][C:10]3[CH:11]=[N:12][C:13]4[C:18]([CH:19]=3)=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:7]=2)[CH2:25][CH2:24][CH2:23][CH2:22]1)(=[O:27])[NH2:28]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 675097811-(5-Cyano-3-fluoro-6-(quinolin-3-ylamino)pyridin-2-ylamino)cyclopentanecarboxamide

생성물 1

HCID 675151346-(1-Carbamoylcyclopentylamino)-5-fluoro-2-(quinolin-3-ylamino)nicotinamide

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 702Ethanol용매

실험 절차

To a solution of crude 1-(5-cyano-3-fluoro-6-(quinolin-3-ylamino)pyridin-2-ylamino)cyclopentanecarboxamide in EtOH (2 mL) and DMSO (1 mL), aq. 1N NaOH (1 mL) and aq. H2O2 (50%, 1 mL) were added. The mixture was stirred for 1 h. HOAc (0.5 mL) was added. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound (41 mg). MS 409.4 (M+H); UV 224.1, 243.7, 302.6, 324.8 nm; t 0.495 min.

후처리

  1. concentrationIt was concentrated in vacuo
  2. customThe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-8967b6529fa146fbad9f62cb21b85d70
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359375B2

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