تفاعل #45029

ord-4cf83e5733c04d5ea4181ad37e77c6c7

معادلة التفاعل

[K+].[OH-]
Potassium hydroxide
COc1cc(COc2cc(N)[nH]n2)cc(OC)c1
5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
(2-Methylpropan-2-yl)oxycarbonyl tert-butyl carbonate
COc1cc(COc2cc(N)n(C(=O)OC(C)(C)C)n2)cc(OC)c1
tert-butyl 5-amino-3-[(3,5-dimethoxyphenyl)methoxy]pyrazole-1-carboxylate
المردود 99.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added
  2. 2
    أخرىThe reaction mixture was separated
  3. 3
    غسيلthe organic layer was washed with water (2×15 ml), brine (2×15 ml)
  4. 4
    تجفيفdried over sodium sulphate
  5. 5
    ترشيحfiltered
  6. 6
    أخرىevaporated
  7. 7
    أخرىdried in vacuo

الإجراء التجريبي

Potassium hydroxide (11.19 g, 199.4 mmol) dissolved in water (44.8 ml) was added to a solution of 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine (7.121 g) dissolved in dichloromethane (40 ml). (2-Methylpropan-2-yl)oxycarbonyl tert-butyl carbonate (6.8 g, 31.2 mmol) dissolved in DCM (35 ml) was added and the reaction mixture was stirred vigorously at room temperature for 4 h. The reaction mixture was separated and the organic layer was washed with water (2×15 ml), brine (2×15 ml), dried over sodium sulphate, filtered, evaporated and dried in vacuo to give tert-butyl 5-amino-3-[(3,5-dimethoxyphenyl)methoxy]pyrazole-1-carboxylate (8.70 g, 99%) as a cream solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737149B2uspto-grants-2010_06