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

HRID 851975ノート

反応式

HRID 851975 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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+).

後処理

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

出典と根拠

ORDレコード
ord-7355844456144f61aa10ea567e07defe
出典データセット
uspto-grants-2007_08
特許番号
US07253158B2

反応ノート

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