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Water → 2-[4-(Phenylmethyl)-2-morpholinyl]-4,5,6,7-tetrahydro-1H-benzimidazole

HRID 2367343
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HRID 2367343 반응식
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]([CH:11]1[O:16][CH2:15][CH2:14][N:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:12]1)=O.FC(F)(F)C([O-])=O.[NH4+:31].O>C(Cl)Cl>[C:18]1([CH2:17][N:13]2[CH2:14][CH2:15][O:16][CH:11]([C:9]3[NH:8][C:3]4[CH2:4][CH2:5][CH2:6][CH2:7][C:2]=4[N:31]=3)[CH2:12]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 2724268Ammonium trifluoroacetateHCID 58504386N-[(1R)-2-Oxocyclohexyl]-4-(phenylmethyl)-2-morpholinecarboxamide

생성물 1

HCID 585048062-[4-(Phenylmethyl)-2-morpholinyl]-4,5,6,7-tetrahydro-1H-benzimidazole수율 75.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

A mixture of N-[(1R)-2-oxocyclohexyl]-4-(phenylmethyl)-2-morpholinecarboxamide (1.1 g, 3.48 mmol) and ammonium trifluoroacetate (2.069 g, 17.38 mmol) was heated at 150° C. for 20 minutes. After cooling, to the mixture was added water (30 mL) and CH2Cl2 (50 mL). The organic layer was separated and washed with brine, dried (MgSO4), and concentrated to afford the crude title compound (0.78 g). LC-MS (ES) m/z=298 [M+H]+.

후처리

  1. temperatureAfter cooling, to the mixture
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-beec93d0d9484cfd8a74eb0fcc4060c8
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08697685B2

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