Hydrochloric Acid → 2-Isopropyl-[1,2,4]triazolo[1,5-a]pyridin-7-amine

HRID 1802197노트

반응식

HRID 1802197 반응식
[CH:1]([C:4]1[N:20]=[C:7]2[CH:8]=[C:9]([NH:12]C(=O)OC(C)(C)C)[CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2].Cl>O1CCCC1>[CH:1]([C:4]1[N:20]=[C:7]2[CH:8]=[C:9]([NH2:12])[CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 67774335Tert-butyl 2-isopropyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamate

생성물 1

HCID 677763492-Isopropyl-[1,2,4]triazolo[1,5-a]pyridin-7-amine수율 62.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

To a solution of tert-butyl 2-isopropyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamate (400 mg, 1.45 mmol) in tetrahydrofurane (10 ml) is added hydrochloric acid (5 N in diethyl ether, 20 ml, 100 mmol). The resulting suspension is stirred for 18 hours at 25° C. The solvent is evaporated and the residue diluted with ethyl acetate, made basic with sodium hydroxide 2N and washed with water and brine. The organic layer is dried with magnesium sulfate and the solvent is evaporated under reduced pressure. The residue (416 mg) is purified by chromatography on a 20 g silicagel column using heptane/ethyl acetate 50-100% as eluent affording 2-isopropyl-[1,2,4]triazolo[1,5-a]pyridin-7-amine (159 mg, 62.3%) as a white solid. Mp.: 174-6° C. MS: m/z=177.2 (M+H+).

후처리

  1. customThe solvent is evaporated
  2. additionthe residue diluted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe organic layer is dried with magnesium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. customThe residue (416 mg) is purified by chromatography on a 20 g silicagel column

출처 및 근거

ORD 기록
ord-7e5799e48443403bb646a05038fb75ac
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349824B2

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