Water → HCID 178505327, 화합물

HRID 1159406노트

반응식

HRID 1159406 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N:6]1([CH2:12][C@@H:13]2[CH2:16][C@H:15]([OH:17])[CH2:14]2)[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1.C(N(CC)CC)C.O>C(Cl)Cl>[CH3:1][S:2]([O:17][C@H:15]1[CH2:16][C@@H:13]([CH2:12][N:6]2[CH2:11][CH2:10][O:9][CH2:8][CH2:7]2)[CH2:14]1)(=[O:4])=[O:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178521631HCID 178521631, 화합물

생성물 1

HCID 178505327HCID 178505327, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

MsCl (0.27 mL, 3.5 mmol) was added dropwise to a solution of intermediate 40, cis-3-(Morpholin-4-ylmethyl)cyclobutanol (0.5 g, 2.9 mmol) and triethylamine (1 mL, 7.0 mmol) in CH2Cl2 (5 mL) in argon under stirring on an ice bath. The mixture was brought to room temperature for 1 h, water (10 mL) was added, and the layers were separated. The organic layer was washed with water. The water layer was washed with the saturated NaCl solution, dried over Na2SO4, and evaporated to give the title compound as a yellow oil in 99% (718 mg, 2.88 mmol) yield. This material was used without additional purification. 1H-NMR (400 MHz)-data (dmso-d6): 4.83 (dddd, 1H, J=7.5 Hz, CHOMs), 3.51-3.58 (m, 4H, CH2OCH2), 3.12 (s, 1H, Ms), 2.46-2.55 (m, 2H, cyclobutylCHH), 2.28-2.40 (m, 6H, (CH2)3N), 2.00-2.12 (m, 1H, CHCH2N), 1.80-1.89 (m, 2H, cyclobutylCHH).

후처리

  1. customthe layers were separated
  2. washThe organic layer was washed with water
  3. washThe water layer was washed with the saturated NaCl solution
  4. dry with materialdried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-d6131d6ae2f348a4b4d58bcbb59ab842
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812040B2

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