Acetic Acid → N-(3-Hydroxymethyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-2-(3-trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetamide

HRID 1162745노트

반응식

HRID 1162745 반응식
[CH:1]([C:3]1[C:4]2[CH2:28][CH2:27][CH2:26][CH2:25][C:5]=2[S:6][C:7]=1[NH:8][C:9](=[O:24])[CH2:10][N:11]1[C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[C:13]([C:20]([F:23])([F:22])[F:21])=[N:12]1)=[O:2].[BH4-].[Na+].C(O)(=O)C>CCO.C(OCC)C>[OH:2][CH2:1][C:3]1[C:4]2[CH2:28][CH2:27][CH2:26][CH2:25][C:5]=2[S:6][C:7]=1[NH:8][C:9](=[O:24])[CH2:10][N:11]1[C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[C:13]([C:20]([F:23])([F:22])[F:21])=[N:12]1

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 59520503N-(3-Formyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-2-(3-trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetamide

생성물 1

HCID 52945134N-(3-Hydroxymethyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-2-(3-trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetamide수율 97.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

N-(3-Formyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-2-(3-trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetamide (1.30 g, 3.16 mmol) was added portionwise, with stirring, to a solution of sodium borohydride (359 mg, 9.49 mmol) in EtOH (300 mL). The resulting mixture was stirred at RT for 40 min. Acetic acid was added dropwise until the effervescence ceased. The resulting mixture was concentrated in vacuo to afford an off-white solid. The solid was dissolved in diethyl ether (200 mL) and washed with water (100 mL). The organics were dried over sodium sulfate and concentrated in vacuo to yield the title compound as a yellow solid (1.27 g, 3.08 mmol, 97%).

후처리

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. customto afford an off-white solid
  3. washwashed with water (100 mL)
  4. dry with materialThe organics were dried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-25c85bfc27dc4582bc8e7606d94d76e8
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820707B2

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