Hydrochloric Acid → [(Z)-[1-amino-2-[3-[(2-chloro-6H-thieno[2,3-b]pyrrole-5-carbonyl)amino]-2-oxo-3,4-dihydroquinolin-1-yl]ethylidene]amino] ethyl carbonate

HRID 1178443노트

반응식

HRID 1178443 반응식
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7]/[C:8](=[N:33]\[OH:34])/[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH:12]([NH:20][C:21]([C:23]2[NH:27][C:26]3[S:28][C:29]([Cl:31])=[CH:30][C:25]=3[CH:24]=2)=[O:22])[C:11]1=[O:32].C1COCC1.Cl>N1C=CC=CC=1.CCOC(C)=O>[NH2:7]/[C:8](=[N:33]\[O:34][C:2]([O:4][CH2:5][CH3:6])=[O:3])/[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH:12]([NH:20][C:21]([C:23]2[NH:27][C:26]3[S:28][C:29]([Cl:31])=[CH:30][C:25]=3[CH:24]=2)=[O:22])[C:11]1=[O:32]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 100249933,4-dihydro-2-quinolone (DHQ) derivative, 21

생성물 1

HCID 21906825[(Z)-[1-amino-2-[3-[(2-chloro-6H-thieno[2,3-b]pyrrole-5-carbonyl)amino]-2-oxo-3,4-dihydroquinolin-1-yl]ethylidene]amino] ethyl carbonate

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

Ethyl chloroformate (60 μL, 0.63 mmol) was added to a suspension of N-{1-[(2Z)-2-amino-2-(hydroxyimino)ethyl]-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl}-2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxamide (Example 31; 200 mg, 0.48 mmol) in dry pyridine (1 mL) under an inert atmosphere then stirred heated to 100° C. for 30 minutes. On cooling THF (10 mL) and added followed by EtOAc (50 mL) and 1M HCl aq. (20 mL). The organic was separated and dried (Na2SO4), filtered and evaporated to give a clear orange oil. This was used in the next stage without characterization or purification.

후처리

  1. additionadded
  2. customThe organic was separated
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customto give a clear orange oil
  7. customThis was used in the next stage without characterization or purification

출처 및 근거

ORD 기록
ord-fbb5f8ad9d484e77a28a122a08b3e285
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276517B2

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