Triphenylphosphine → 4-Chloro-N-(6-methoxy-pyridin-3-ylmethyl)-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide

HRID 851975노트

반응식

HRID 851975 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1.CO[C:22]1[CH:23]=[CH:24][C:25](CO)=[N:26][CH:27]=1.[C:30]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=N[C:51](OC(C)C)=[O:52]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([CH2:30][C:22]2[CH:27]=[N:26][C:25]([O:52][CH3:51])=[CH:24][CH:23]=2)[C@@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:19])(=[O:10])=[O:9])=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 69279554-Chloro-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamideHCID 12214020(5-Methoxypyridin-2-yl)methanol

생성물 1

HCID 671950924-Chloro-N-(6-methoxy-pyridin-3-ylmethyl)-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

4-Chloro-N-((R)-2-oxo-azepan-3-yl)-benzenesulfonamide (0.04 g, 0.12 mmol), (5-Methoxy-pyridin-2-yl)-methanol (0.04 g, 030 mmol), triphenyl phosphine (0.08 g, 0.30 mmol) were dissolved in dry CH2Cl2 (6 ml) under an argon atmosphere followed by the dropwise addition of diisopropyl azodicarboxylate (60 mg, 0.30 ml) in dry CH2Cl2 (2 ml). The reaction mixture was further stirred overnight at r.t. and then concentrated under reduced pressure. The crude yellow oil was purified over silica gel (ethyl acetate/n-heptane 3:2): colorless gum 0.23 g (43%); MS: m/e=424.0 (MH+), 446.0 (MNa+).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe crude yellow oil was purified over silica gel (ethyl acetate/n-heptane 3:2)

출처 및 근거

ORD 기록
ord-7355844456144f61aa10ea567e07defe
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253158B2

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