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

HRID 1466553ノート

反応式

HRID 1466553 の反応式
[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

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 66847419HCID 66847419、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8f01f199fe414711aaa09a8e6d8a448a
出典データセット
uspto-grants-2015_04
特許番号
US08999998B2

反応ノート

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