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4-Chlorobenzylamine → N-(4-Chlorobenzyl)-3,7-dimethyl-2-(morpholin-4-ylmethyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

HRID 2307307
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인쇄 미리보기

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HRID 2307307 반응식
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[C:8]([C:12](OCC)=[O:13])=[CH:7][N:6]([CH3:17])[C:5]=2[S:4][C:3]=1[CH2:18][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.[Cl:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][NH2:31])=[CH:28][CH:27]=1>CO>[Cl:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][NH:31][C:12]([C:8]2[C:9](=[O:11])[C:10]3[C:2]([CH3:1])=[C:3]([CH2:18][N:19]4[CH2:20][CH2:21][O:22][CH2:23][CH2:24]4)[S:4][C:5]=3[N:6]([CH3:17])[CH:7]=2)=[O:13])=[CH:28][CH:27]=1
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참가 물질

4

반응물 2

HCID 660364-ChlorobenzylamineHCID 22605733Ethyl 3,7-dimethyl-2-(morpholin-4-ylmethyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate

생성물 1

HCID 22605682N-(4-Chlorobenzyl)-3,7-dimethyl-2-(morpholin-4-ylmethyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

시약·촉매·용매 1

HCID 887Methanol용매

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온도
190 °C

실험 절차

A mixture of ethyl 3,7-dimethyl-2-(morpholin-4-ylmethyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate (Preparation 28, 700 mg) and 4-chloro-benzylamine (1.25 mL) is heated to 190° C. under a nitrogen atmosphere for 1 h. The reaction mixture is allowed to cool briefly and methanol (10 mL) is added. After cooling to room temperature, the product is filtered and washed with methanol and diethyl ether to afford 634 mg of the title compound as a white solid. Physical characteristics. M.p. 222-224° C.; 1H NMR (400 MHz, DMSO-d6) δ 10.67, 8.66, 7.41-7.33, 4.52, 3.92, 3.67, 3.59, 2.51, 2.47; MS (ESI+) m/z 446 (M+H)+. Anal. Found: C, 59.11; H, 5.47; N, 9.32; Cl, 7.96; S, 7.17.

후처리

  1. temperatureto cool briefly
  2. temperatureAfter cooling to room temperature
  3. filtrationthe product is filtered
  4. washwashed with methanol and diethyl ether

출처 및 근거

ORD 기록
ord-81f56b9743984273b5332a45bfabe381
출처 데이터셋
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06831081B2

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