Lithium hydroxide, monohydrate → Ammonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

HRID 2358854

반응식

HRID 2358854 반응식
O.[OH-].[Li+].[C:4]1([NH:10][C:11]2[C:19]3[CH:18]=[CH:17][C:16](=[O:20])[N:15]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:14]=3[S:13][C:12]=2[C:27]([O:29]CC)=[O:28])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C1COCC1.O>[O:20]=[C:16]1[N:15]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:14]2[S:13][C:12]([C:27]([O-:29])=[O:28])=[C:11]([NH:10][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:19]=2[CH:18]=[CH:17]1.[NH4+:10]

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 9865198Ethyl 3-(phenylamino)-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

생성물 1

HCID 66971000Ammonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

Lithium hydroxide monohydrate (302 mg, 7.2 mmol) was added to a suspension of the compound of Example 1 (1.49 g, 3.6 mmol) in THF (20 mL) and water (20 mL) and the mixture heated at 60° C. for 18 h. The reaction was cooled to r.t. and bulk of THF removed in vacuo. The remaining concentrate was diluted with saturated ammonium chloride(aq) (50 mL) and the solid precipitate filtered and washed with water (2×20 mL), Et2O (2×20 mL) and dried in vacuo to give the title compound as a white solid in quantitative yield. LCMS (ES+) RT 3.24 minutes, 363 (M+H)+.

후처리

  1. temperatureThe reaction was cooled to r.t.
  2. custombulk of THF removed in vacuo
  3. concentrationThe remaining concentrate
  4. additionwas diluted with saturated ammonium chloride(aq) (50 mL)
  5. filtrationthe solid precipitate filtered
  6. washwashed with water (2×20 mL), Et2O (2×20 mL)
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-7fcfc402b908476cbe24818803b12ebf
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07763729B2

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