Hydrochloric Acid → 3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-amine

HRID 1466553노트

반응식

HRID 1466553 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([C:8]2[C:12]([NH:13]C(=O)OC(C)(C)C)=[CH:11][N:10]([CH3:21])[N:9]=2)[CH:7]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([C:8]2[C:12]([NH2:13])=[CH:11][N:10]([CH3:21])[N:9]=2)[CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 66847419HCID 66847419, 화합물

생성물 1

HCID 668510103-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-amine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a stirring solution of tert-butyl 3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-ylcarbamate (543.2 mg, 1.608 mmol, 1 eq) was added hydrogen chloride (5.0 mL of a 4.0 M solution in 1,4-dioxane, 0.020 mol, 12 eq). The reaction mixture was stirred at room temperature for 9 hours and then evaporated to dryness. The solid residue was partitioned between dichloromethane and a saturated aqueous solution of sodium bicarbonate. The aqueous portion was extracted once more with dichloromethane, and the combined organic extracts dried over magnesium sulfate and concentrated to give 3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-amine, which was carried forward without purification. LCMS (ESI) m+H=238.2; 1H NMR (400 MHz, CDCl3) δ: 7.53 (s, 1H), 7.28 (d, 1H), 7.02 (s, 1H), 6.91 (d, 1H), 3.91 (d, 2H), 3.87 (s, 3H), 3.84 (s, 3H).

후처리

  1. customevaporated to dryness
  2. customThe solid residue was partitioned between dichloromethane
  3. extractionThe aqueous portion was extracted once more with dichloromethane
  4. dry with materialthe combined organic extracts dried over magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8f01f199fe414711aaa09a8e6d8a448a
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999998B2

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