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 1162745ノート

反応式

HRID 1162745 の反応式
[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

参加物

6

反応物 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

生成物 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)-acetamide収率 97.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-25c85bfc27dc4582bc8e7606d94d76e8
出典データセット
uspto-grants-2010_10
特許番号
US07820707B2

反応ノート

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