4-(4-Fluorobenzoyl)piperidine → HCID 178523664、化合物

HRID 1961625ノート

反応式

HRID 1961625 の反応式
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.O=[CH:17][CH2:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([NH:25][C:26]([C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[N:31]=[CH:30][CH:29]=2)=[O:27])[CH2:21][CH2:20]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:17][CH2:18][C@H:19]3[CH2:24][CH2:23][C@H:22]([NH:25][C:26]([C:28]4[C:37]5[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=5)[N:31]=[CH:30][CH:29]=4)=[O:27])[CH2:21][CH2:20]3)[CH2:10][CH2:9]2)=[O:7])=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 27244404-(4-Fluorobenzoyl)piperidineHCID 5049666Sodium triacetoxyborohydrideHCID 178520748HCID 178520748、化合物

生成物 1

HCID 178523664HCID 178523664、化合物収率 99%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4-(4-fluorobenzoyl)piperidine (trifluoro-acetic acid salt) (0.020 g, 0.062 mmol) was solved in 1,2-dichloromethane (0.300 mL) and Quinoline-4-carboxylic acid trans-[4-(2-oxo-ethyl)-cyclohexyl]-amide (0.020 g, 0.067 mmol) was added. Methanol (0.200 mL) was added to the mixture and it was stirred overnight. Sodium triacetoxyborohydride (0.024, 0.11 mmol) was added to the clear solution that was stirred 10 hours at room temperature. The mixture was concentrated to dryness and the residue was taken up on methanol and purified with preparative HPLC on reversed phase eluting with acetonitrile/water. The combined producted fractions were evaporated under reduced pressure to yield 0.03 g of a white solid (0.06 mmol, 99%). MS (m/e): 488.3 (M+H+)

後処理

  1. stirringwas stirred 10 hours at room temperature
  2. concentrationThe mixture was concentrated to dryness
  3. custompurified with preparative HPLC on reversed phase
  4. washeluting with acetonitrile/water
  5. customwere evaporated under reduced pressure

出典と根拠

ORDレコード
ord-d3c5d954372f4222869b2a2f9948f126
出典データセット
uspto-grants-2013_04
特許番号
US08415350B2

反応ノート

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