Methyl N-(triethylammoniosulfonyl)carbamate → 2-Chloro-4-methoxy-6-(4-trifluoromethyl-thiazol-2-yl)-pyridine

HRID 530755노트

반응식

HRID 530755 반응식
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[S:9][CH2:10][C:11]([C:14]([F:17])([F:16])[F:15])(O)[N:12]=2)[CH:5]=[C:4]([O:18][CH3:19])[CH:3]=1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([O:18][CH3:19])[CH:5]=[C:6]([C:8]2[S:9][CH:10]=[C:11]([C:14]([F:17])([F:15])[F:16])[N:12]=2)[N:7]=1

참가 물질

4

반응물 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 866691152-(6-Chloro-4-methoxy-pyridin-2-yl)-4-trifluoromethyl-4,5-dihydro-thiazol-4-ol

생성물 1

HCID 866691142-Chloro-4-methoxy-6-(4-trifluoromethyl-thiazol-2-yl)-pyridine수율 48%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of compound 20 (8.67 mmol) in THF (30 mL) was added Burgess Reagent (9.5 mmol). The reaction mixture was stirred at 60° C. for 30 min. The solution was concentrated in vacuo and H2O and DCM were added. The layers were separated and the organic layer was concentrated. The crude was purified by silica gel chromatography (eluent: petroleum ether/DCM 50 to 100%) to give compound 21 as a beige solid in 48% yield. MS (ESI, EI+): m/z=294.87 (MH+).

후처리

  1. concentrationThe solution was concentrated in vacuo and H2O and DCM
  2. additionwere added
  3. customThe layers were separated
  4. concentrationthe organic layer was concentrated
  5. customThe crude was purified by silica gel chromatography (eluent: petroleum ether/DCM 50 to 100%)

출처 및 근거

ORD 기록
ord-035de6ad101646ddb373b359051a1b1a
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353100B2

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