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 1247526ノート

反応式

HRID 1247526 の反応式
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]

参加物

7

反応物 4

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

生成物 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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f6e23afea618497880cdb5b8f75521bd
出典データセット
uspto-grants-2006_10
特許番号
US07129249B2

反応ノート

読み込み中…