4-(4-Fluorobenzoyl)piperidine → HCID 178523664, 화합물

HRID 1961625노트

반응식

HRID 1961625 반응식
[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

참가 물질

5

반응물 3

HCID 27244404-(4-Fluorobenzoyl)piperidineHCID 5049666Sodium triacetoxyborohydrideHCID 178520748HCID 178520748, 화합물

생성물 1

HCID 178523664HCID 178523664, 화합물수율 99%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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+)

후처리

  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

출처 및 근거

ORD 기록
ord-d3c5d954372f4222869b2a2f9948f126
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415350B2

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