홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Hydrochloric Acid → (R)-1-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol

HRID 534122
노트
인쇄 미리보기

반응식

HRID 534122 반응식
CC1(C)[O:6][C@H:5]([C:7]2[N:11]=[C:10]([NH:12][C:13]3[C:18]([O:19][C:20]4[C:21]([CH3:26])=[N:22][CH:23]=[CH:24][CH:25]=4)=[CH:17][C:16]([S:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[CH:15][N:14]=3)[S:9][N:8]=2)[CH2:4][O:3]1.Cl>C(O)C>[CH3:26][C:21]1[C:20]([O:19][C:18]2[C:13]([NH:12][C:10]3[S:9][N:8]=[C:7]([C@@H:5]([OH:6])[CH2:4][OH:3])[N:11]=3)=[N:14][CH:15]=[C:16]([S:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[CH:17]=2)=[CH:25][CH:24]=[CH:23][N:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68477969(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-1,2,4-thiadiazol-5-amine

생성물 1

HCID 25235319(R)-1-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol수율 82.4%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

A flask was charged with (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-1,2,4-thiadiazol-5-amine (3.8 g, 7.683 mmol) and added ethanol (40 mL). 3M HCl (5.122 ml, 15.37 mmol) was added, and the reaction was heated to 70° C. for 1 hour, then cooled to ambient temperature. The ethanol removed in vacuo and saturated sodium bicarbonate solution was added. The aqueous layer was extracted with ethyl acetate. The majority of product crashed out of the aqueous layer and collected by filtration. The solids and residue from organic layer were purified over silica get (10-15% methanol in ethyl acetate) to afford (R)-1-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol (2.877 g, 6.330 mmol, 82.38% yield) as yellow solid. Mass Spectrum (apci) m/z=455.1 (M+H).

후처리

  1. temperaturecooled to ambient temperature
  2. customThe ethanol removed in vacuo and saturated sodium bicarbonate solution
  3. additionwas added
  4. extractionThe aqueous layer was extracted with ethyl acetate
  5. filtrationcollected by filtration
  6. customThe solids and residue from organic layer were purified over silica
  7. customget (10-15% methanol in ethyl acetate)

출처 및 근거

ORD 기록
ord-54aba4eb84564f11bdecce07ddd8a9a2
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853409B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트