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Ammonia → 3-[(2-Cyanophenyl)amino]-6-oxo-7-(3-thienyl)-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

HRID 30430
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HRID 30430 반응식
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10]1[C:18]2[CH:17]=[CH:16][C:15](=[O:19])[N:14]([C:20]3[CH:24]=[CH:23][S:22][CH:21]=3)[C:13]=2[S:12][C:11]=1[C:25]([O:27]CC)=O)#[N:2].C(OCCO)C.[NH3:36]>>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10]1[C:18]2[CH:17]=[CH:16][C:15](=[O:19])[N:14]([C:20]3[CH:24]=[CH:23][S:22][CH:21]=3)[C:13]=2[S:12][C:11]=1[C:25]([NH2:36])=[O:27])#[N:2]
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참가 물질

4

반응물 3

HCID 222AmmoniaHCID 8076Glycol monoethyl etherHCID 68454063HCID 68454063, 화합물

생성물 1

HCID 684549973-[(2-Cyanophenyl)amino]-6-oxo-7-(3-thienyl)-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

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온도
80 °C

실험 절차

A mixture of Example 66 (100 mg), 2-ethoxyethanol and liquid ammonia was placed in a sealed pressure vessel and heated at 80° C. and 400 psi for 48 h. The volatiles were removed in vacuo and the residue purified by column chromatography (silica, EtOAc) to give the title compound (30 mg). δH (CDCl3) 7.59-7.46 (4H, m), 7.28-7.21 (3H, m), 7.20 (1H, t, J 2.0 Hz), 7.01 (1H, d, J 8.3 Hz), 6.49 (1H, d, J 9.7 Hz), 5.55 (2H, br s). LCMS (ES+) RT 2.845 minutes, 392.9 (M+H)+

후처리

  1. customThe volatiles were removed in vacuo
  2. customthe residue purified by column chromatography (silica, EtOAc)

출처 및 근거

ORD 기록
ord-cda9ed844bfe4417b80bbaeb2574e8fb
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423047B2

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