4-Morpholinecarbonyl chloride → 2-(4-Methoxy-benzyl)-8-[(3S,4S)-1-(morpholine-4-carbonyl)-4-phenyl-pyrrolidin-3-ylmethyl]-2,8-diaza-spiro[4.5]decan-1-one Hydrochloride

HRID 1182171노트

반응식

HRID 1182171 반응식
[CH3:1][O:2][C:3]1[CH:32]=[CH:31][C:6]([CH2:7][N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][N:15]([CH2:18][C@@H:19]4[C@@H:23]([C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)[CH2:22][NH:21][CH2:20]4)[CH2:14][CH2:13]3)[C:9]2=[O:30])=[CH:5][CH:4]=1.[N:33]1([C:39]([Cl:41])=[O:40])[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[ClH:41].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][N:15]([CH2:18][C@@H:19]4[C@@H:23]([C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=5)[CH2:22][N:21]([C:39]([N:33]5[CH2:38][CH2:37][O:36][CH2:35][CH2:34]5)=[O:40])[CH2:20]4)[CH2:14][CH2:13]3)[C:9]2=[O:30])=[CH:31][CH:32]=1

참가 물질

5

반응물 3

HCID 848104-Morpholinecarbonyl chlorideHCID 516892Sodium BicarbonateHCID 114646642-(4-Methoxy-benzyl)-8-((3R,4S)-4-phenyl-pyrrolidin-3-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one

생성물 1

HCID 673689292-(4-Methoxy-benzyl)-8-[(3S,4S)-1-(morpholine-4-carbonyl)-4-phenyl-pyrrolidin-3-ylmethyl]-2,8-diaza-spiro[4.5]decan-1-one Hydrochloride수율 19%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(4-methoxy-benzyl)-8-((3R,4S)-4-phenyl-pyrrolidin-3-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one (60 μmol) in anhydrous DCM (1 mL) was added 4-morpholinecarbonyl chloride (21 μL, 180 μmol). The reaction mixture was stirred overnight at room temperature. Saturated sodium bicarbonate aqueous solution was added to the reaction mixture and the aqueous layer washed with DCM (3×2 mL). The organic layer was then concentrated in vacuo and purified by semi-preparative HPLC (Method D) and lyophilized to give Compound 157 as a colorless solid (6.2 mg, 19%).

후처리

  1. washthe aqueous layer washed with DCM (3×2 mL)
  2. concentrationThe organic layer was then concentrated in vacuo
  3. custompurified by semi-preparative HPLC (Method D)

출처 및 근거

ORD 기록
ord-379697b093c24876be6871dbfc5ac4d5
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288548B2

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