Dimethyl Sulfate → HCID 178480296, 화합물

HRID 1931075노트

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HRID 1931075 반응식
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[N:7]([CH2:17][CH:18]2[CH2:20][CH2:19]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].S(OC)(O[CH3:25])(=O)=O>C1(C)C=CC=CC=1>[C:1]([C:5]1[N:6]([CH3:25])[N:7]([CH2:17][CH:18]2[CH2:19][CH2:20]2)/[C:8](=[N:10]/[C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])/[CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 6497Dimethyl SulfateHCID 59866003n-(3-Tert-butyl-1-(cyclopropylmethyl)-1h-pyrazol-5-yl)-2,2,2-trifluoroacetamide

생성물 1

HCID 178480296HCID 178480296, 화합물수율 54.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of Example 27D (11.6 g, 40 mmol) and dimethyl sulfate (20.2 g, 160 mmol) in toluene (10 mL) was heated in a microwave at 150° C. for 30 min. The mixture was concentrated and purified by flash chromatography (silica gel, MeOH/Et3N (10:1)/EtOAc in 10-60% gradient) to yield 6.6 g (54.4%) of the title compound. 1H NMR (300 MHz, DMSO-d6) ppm 0.41-0.53 (m, 4H), 1.15-1.27 (m, 1H), 1.38 (s, 9H), 3.98 (s, 3H), 4.20 (d, J=7.12 Hz, 2H), 6.70 (s, 1H); MS (ESI) m/z 304 [M+H]+, 302 M−H].

후처리

  1. concentrationThe mixture was concentrated
  2. custompurified by flash chromatography (silica gel, MeOH/Et3N (10:1)/EtOAc in 10-60% gradient)

출처 및 근거

ORD 기록
ord-03e500508e9147f59f6929f1866b3709
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188135B2

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