1-(4-(2-(5-(1,3-Dioxan-2-yl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-3-cyclopropylurea → 1-Cyclopropyl-3-(3-fluoro-4-(2-(5-formylpyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)urea

HRID 1026809노트

반응식

HRID 1026809 반응식
[O:1]1CCCO[CH:2]1[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[S:21][C:20]3[C:15](=[N:16][CH:17]=[CH:18][C:19]=3[O:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][CH:33]4[CH2:35][CH2:34]4)=[O:31])=[CH:25][C:24]=3[F:36])[CH:14]=2)=[N:11][CH:12]=1>CC(C)=O.O.C(O)(C(F)(F)F)=O>[CH:33]1([NH:32][C:30]([NH:29][C:26]2[CH:27]=[CH:28][C:23]([O:22][C:19]3[CH:18]=[CH:17][N:16]=[C:15]4[CH:14]=[C:13]([C:10]5[CH:9]=[CH:8][C:7]([CH:2]=[O:1])=[CH:12][N:11]=5)[S:21][C:20]=34)=[C:24]([F:36])[CH:25]=2)=[O:31])[CH2:34][CH2:35]1

참가 물질

3

반응물 1

HCID 442299041-(4-(2-(5-(1,3-Dioxan-2-yl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-3-cyclopropylurea

생성물 1

HCID 582365791-Cyclopropyl-3-(3-fluoro-4-(2-(5-formylpyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)urea수율 85%

시약·촉매·용매 1

HCID 86652750acetone water TFA용매

실험 절차

A suspension of 320 (0.65 g, 1.3 mmol) in 5:2:1 acetone/water/TFA (100 mL) was heated to reflux for 6 h. The mixture was then cooled and concentrated. The resulting solid residue was suspended in water, isolated by suction filtration, washed with ethyl acetate and dried in vacuo yielding 321 (0.49 g, 1.1 mmol, 85% yield) which was used without further purification in the next step. MS: 449.0 (M+H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 6 h
  3. temperatureThe mixture was then cooled
  4. concentrationconcentrated
  5. customisolated by suction filtration
  6. washwashed with ethyl acetate
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-b44dbcc2c2cc40d0a8ff39630455d3fe
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729268B2

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