Triethylamine → (1-p-Tolyl-1H-pyrazol-4-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

HRID 75579ノート

反応式

HRID 75579 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[CH:6]=1.C(N(CC)CC)C.Cl[C:22]([O:24][CH2:25][C:26]([Cl:29])([Cl:28])[Cl:27])=[O:23]>C(Cl)Cl>[Cl:27][C:26]([Cl:29])([Cl:28])[CH2:25][O:24][C:22](=[O:23])[NH:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[CH:6]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 870632,2,2-Trichloroethyl chloroformateHCID 218128244-Amino-1-p-tolyl-1H-pyrazole

生成物 1

HCID 86686685(1-p-Tolyl-1H-pyrazol-4-yl)-carbamic acid 2,2,2-trichloro-ethyl ester収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Intermediate 6b (150 mg, 0.87 mmol) dissolved in DCM (10 mL) was cooled using an ice bath, and then treated sequentially with triethylamine (0.18 mL, 1.30 mmol) and trichloroethyl chloroformate (0.15 mL, 1.08 mmol). The mixture was stirred with cooling for 45 min, then evaporated to dryness. Residue was purified by FCC, eluting with 0-30% ethyl acetate in cyclohexane, to give the title compound as a beige solid (286 mg, 95%). LCMS (Method 3): Rt 4.25 min, m/z 348/350/352 [MH+].

後処理

  1. temperaturewas cooled
  2. temperaturewith cooling for 45 min
  3. customevaporated to dryness
  4. customResidue was purified by FCC
  5. washeluting with 0-30% ethyl acetate in cyclohexane

出典と根拠

ORDレコード
ord-dafe2a00a9354d83a28046af52b54538
出典データセット
uspto-grants-2014_09
特許番号
US08835431B2

反応ノート

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