Acetic Acid → tert-butyl 3-(5-(5-chloro-2-hydroxyphenyl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

HRID 1402042ノート

反応式

HRID 1402042 の反応式
[NH:1]([CH:3]1[CH2:6][N:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:4]1)[NH2:2].C(O)(=O)C.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([OH:32])=[C:23]([C:25](=O)/[CH:26]=[CH:27]/N(C)C)[CH:24]=1>C(O)C>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([OH:32])=[C:23]([C:25]2[N:1]([CH:3]3[CH2:4][N:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6]3)[N:2]=[CH:27][CH:26]=2)[CH:24]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 33728788(E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-oneHCID 58042291Tert-butyl 3-hydrazinylazetidine-1-carboxylate

生成物 1

HCID 136063615tert-butyl 3-(5-(5-chloro-2-hydroxyphenyl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

Tert-butyl 3-hydrazinoazetidine-1-carboxylate, (Preparation 696, 88.37 g, 0.4247 mol) was dissolved in ethanol (883.7 mL) and the solution was cooled to 0° C. in an ice bath. Acetic acid (97.36 mL, 1.70 mol) was added followed by (2E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, (Preparation 852, 95.86 g, 0.4247 mol) and the resulting slurry was allowed to warm to room temperature then stirred at room temperature for 2 days. The resulting suspension was cooled to 0° C. and the solid was filtered off, washed with cold ethanol (2×40 mL) and dried to give the title compound as a white granular solid, (83.23 g).

後処理

  1. temperatureto warm to room temperature
  2. temperatureThe resulting suspension was cooled to 0° C.
  3. filtrationthe solid was filtered off
  4. washwashed with cold ethanol (2×40 mL)
  5. customdried

出典と根拠

ORDレコード
ord-badfbd94ce2049979f8de948c2884588
出典データセット
uspto-grants-2014_12
特許番号
US08907101B2

反応ノート

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