Sodium ethoxide → HCID 178517571, 화합물

HRID 880810노트

반응식

HRID 880810 반응식
Cl.[F:2][C:3]([F:13])([F:12])[C:4]1[N:5]=[C:6]([C:9]([NH2:11])=[NH:10])[S:7][CH:8]=1.C([O:16][C:17]([C:19]([O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[CH:20][O-])=O)C.[Na+].CC[O-].[Na+]>CCO>[O:22]([C:19]1[C:17]([OH:16])=[N:10][C:9]([C:6]2[S:7][CH:8]=[C:4]([C:3]([F:2])([F:12])[F:13])[N:5]=2)=[N:11][CH:20]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 66730292HCID 66730292, 화합물HCID 667304744-(Trifluoromethyl)thiazole-2-carboximidamide hydrochloride

생성물 1

HCID 178517571HCID 178517571, 화합물수율 81%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

To a solution of compound 282 (280 mg, 1 eq.) in dry EtOH (6 mL) was added compound 291 (1.38 g, 5 eq.) under nitrogen, followed by NaOEt (165 mg, 1 eq.). The reaction mixture was stirred at 90° C. for 2 hrs. EtOH was evaporated and a DCM/water mixture was added. Aqueous layer was acidified to pH 5 with aqueous 1N HCl and was extracted with DCM. The combined organic layers were dried over Na2SO4, filtered, concentrated in vacuo, and purified by chromatography on silica gel (DCM/MeOH) to yield compound A1l as a beige oil in 81% yield. MS (ESI, EI+): m/z=340 (MH+).

후처리

  1. customEtOH was evaporated
  2. additiona DCM/water mixture was added
  3. extractionwas extracted with DCM
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. custompurified by chromatography on silica gel (DCM/MeOH)
  8. customto yield compound A1l as a beige oil in 81% yield

출처 및 근거

ORD 기록
ord-100856ed74a443659784365fc801529d
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993595B2

반응 노트

불러오는 중…