Methanesulfonyl chloride → HCID 59764752, 화합물

HRID 406472노트

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HRID 406472 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[C:5]([NH:7][CH2:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([OH:16])[CH2:12]1)=[O:10])=[O:6].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[C:5]([NH:7][CH2:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([O:16][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:12]1)=[O:10])=[O:6]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 59764665HCID 59764665, 화합물

생성물 1

HCID 59764752HCID 59764752, 화합물수율 98%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
50 °C

실험 절차

A suspension of 3,4-dichloro-N-[2-(3-hydroxy-pyrrolidin-1-yl)-2-oxo-ethyl]-benzamide (2.00 g, 6.30 mol) in pyridine (40 mL) was heated at about 50° C. until the solution became homogenous and then cooled to about 0° C. Methanesulfonyl chloride (1.46 mL, 18.9 mol) was added to the reaction mixture dropwise. The reaction mixture was allowed to warm to room temperature and then concentrated in vacuo. The residue was dissolved in DCM (50 mL), washed with brine (2×50 mL), and the organic portion was separated, dried over MgSO4, filtered, and concentrated in vacuo to give methanesulfonic acid 1-[2-(3,4-dichloro-benzoylamino)-acetyl]-pyrrolidin-3-yl ester (2.46 g, 98%) as a brown oil which was used in subsequent reactions without further purification. RP-HPLC (Table 1, Method n) Rt 1.76 min; m/z: (M+H)+ 395.

후처리

  1. temperaturecooled to about 0° C
  2. temperatureto warm to room temperature
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in DCM (50 mL)
  5. washwashed with brine (2×50 mL)
  6. customthe organic portion was separated
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c37aad7876aa4f34b90640f46fe7feb3
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754107B2

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