Diisopropylethylamine → 5-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-6-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

HRID 1472873

반응식

HRID 1472873 반응식
Cl.[NH2:2]O.C(N(C(C)C)CC)(C)C.[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:23]3[N:28]=[C:27]([NH:29][C:30]([NH:32]C(OCC)=O)=S)[CH:26]=[C:25](OC)[CH:24]=3)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1.[CH2:40]([OH:42])C.CO>>[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:23]3[N:28]4[N:2]=[C:30]([NH2:32])[N:29]=[C:27]4[CH:26]=[CH:25][C:24]=3[O:42][CH3:40])=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1

참가 물질

5

반응물 4

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 18681192Ethanol, mixt. with methanolHCID 866479261-[6-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-4-methoxy-pyridin-2-yl]-3-carboethoxy-thiourea

생성물 1

HCID 595896845-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-6-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

실험 절차

To a mixture ethanol/methanol (5 mL/5 mL), hydroxylamine hydrochloride (0.47 g, 6.8 mmol) and diisopropylethylamine (0.71 mL, 4.08 mmol) were added successively. The mixture was stirred for 1 hour and 1-[6-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-methoxy-pyridin-2-yl]-3-carboethoxy-thiourea was added portionwise. The mixture was refluxed for 3 hours and then allowed to cool to room temperature. The solvent was removed under reduced pressure, and the resulting solid collected by filtration and washed with water followed by methanol. The solid was used without further purification (0.33 g, 80%). LCMS Method: 2: RT: 2.57 min, MI: 299 [M+1].

후처리

  1. temperatureThe mixture was refluxed for 3 hours
  2. customThe solvent was removed under reduced pressure
  3. filtrationthe resulting solid collected by filtration
  4. washwashed with water
  5. customThe solid was used without further purification (0.33 g, 80%)

출처 및 근거

ORD 기록
ord-eb89dee287214f9fb31a1bfebec869a7
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012633B2

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