Water → Methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)amino]-5-chloropentanoate

HRID 2084915노트

반응식

HRID 2084915 반응식
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]#[C:15][CH3:16])=[CH:8][CH:7]=1)(=[O:5])=[O:4].C[Si](C)(C)[N-][Si](C)(C)C.[Na+].Br[CH:28]([CH2:33][CH2:34][CH2:35][Cl:36])[C:29]([O:31][CH3:32])=[O:30].O>CN(C=O)C>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([S:3]([N:2]([CH3:1])[CH:28]([CH2:33][CH2:34][CH2:35][Cl:36])[C:29]([O:31][CH3:32])=[O:30])(=[O:5])=[O:4])=[CH:7][CH:8]=1)[C:14]#[C:15][CH3:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 2724254Sodium bis(trimethylsilyl)amideHCID 111607834-But-2-ynyloxy-N-methyl-benzenesulfonamideHCID 15140616Methyl 2-bromo-5-chloropentanoate

생성물 1

HCID 22644971Methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)amino]-5-chloropentanoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 7.17 g (30 mmol) N-methyl-[4-(2-butynyloxy)-phenyl]sulfonamide] in 25 ml of DMF was cooled to 0° C. and 30 ml of 1M sodium hexamethyldisilazide (30 mmol) was slowly added and this mixture was stirred for 15 min and then added to a solution of 6.89 g (30 mmol) of methyl 2-bromo-5-chloropentanoate in 25 ml of DMF and was stirred at room temperature for 18 hours. The mixture was combined with water and the precipitate was collected and purified by chromatography on silica gel using hexane-ethyl acetate, 4:1 to give methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)-amino]-5-chloropentanoate Electrospray Mass Spec 410.2 (M+Na)+.

후처리

  1. stirringwas stirred at room temperature for 18 hours
  2. customthe precipitate was collected
  3. custompurified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-e6709d2d4f9b43ffa1a40cae44343652
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06716833B2

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