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Diisopropylethylamine → HCID 178462635, 화합물

HRID 20167
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HRID 20167 반응식
[NH2:1][C@@H:2]1[CH2:8][CH2:7][C@@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[F:16])[CH2:5][N:4]([CH2:17][CH3:18])[C:3]1=[O:19].C(N(CC)C(C)C)(C)C.[CH:29]1[CH:34]=[CH:33][C:32]([O:35][C:36](OC2C=CC=CC=2)=[N:37][C:38]#[N:39])=[CH:31][CH:30]=1>ClCCl>[C:38]([N:37]=[C:36]([O:35][C:32]1[CH:33]=[CH:34][CH:29]=[CH:30][CH:31]=1)[NH:1][C@@H:2]1[CH2:8][CH2:7][C@@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[F:16])[CH2:5][N:4]([CH2:17][CH3:18])[C:3]1=[O:19])#[N:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 81531DiisopropylethylamineHCID 688090Diphenyl N-CyanocarbonimidateHCID 66939267(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one

생성물 1

HCID 178462635HCID 178462635, 화합물수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one (135 mg, 0.503 mmol) in dichloromethane was treated N,N-diisopropylethylamine (65 mg, 0.503 mmol) and diphenyl N-cyanocarbonimidate (204 mg, 0.855 mmol). After 5 h, the reaction was quenched with 0.5N NaOH and the organic layer washed with water and brine. The combined aqueous layers were extracted with EtOAc. The combined organics were dried, filtered and concentrated. Purification by silica gel chromatography (EtOAc/hexanes) gave the title compound (166 mg). MS 413.3 (M+1).

후처리

  1. customthe reaction was quenched with 0.5N NaOH
  2. washthe organic layer washed with water and brine
  3. extractionThe combined aqueous layers were extracted with EtOAc
  4. customThe combined organics were dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by silica gel chromatography (EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-95e9b61a3fd14b9a8b4ba1cd207bfeac
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745427B2

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