Thiourea → 4-(4-Fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine

HRID 2108736노트

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HRID 2108736 반응식
Br[CH2:2][C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][C:12]=2[F:14])[NH:7][CH:6]=1)=O.[NH2:15][C:16]([NH2:18])=[S:17]>C(O)C>[F:14][C:12]1[CH:11]=[CH:10][N:9]=[C:8]2[NH:7][CH:6]=[C:5]([C:3]3[N:15]=[C:16]([NH2:18])[S:17][CH:2]=3)[C:13]=12

참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 57421973Ethanone, 2-bromo-1-(4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-

생성물 1

HCID 576331034-(4-Fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine수율 75%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
70 °C

실험 절차

To an ethanol suspension of 2-bromo-1-(4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanone (3.00 g 0.0117 mol) was added thiourea (1.18 g, 0.0234 mol), the reaction mixture was heated at 70° C. for 1 h. The suspension was filtered while still warm and to the filtration cake was added sat. sodium carbonate solution until the aqueous phase pH was around 7.5. The suspension was filtered to afford 1.8 g free base (75%). H NMR, DMSO-d6: 6.78 (s, 1H), 6.9 (s, br, 2H), 6.98 (m, 1H), 7.71 (s, 1H), 8.25 (m, 1H).

후처리

  1. filtrationThe suspension was filtered
  2. temperaturewhile still warm and to the filtration cake
  3. additionwas added sat. sodium carbonate solution until the aqueous phase pH was around 7.5
  4. filtrationThe suspension was filtered

출처 및 근거

ORD 기록
ord-3097e10220934020a7dc21d448e293ee
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514448B2

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