Sodium Bicarbonate → 1-({5-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-3-amine

HRID 1946349ノート

反応式

HRID 1946349 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:6]([CH2:8][N:9]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[N:10]2)[CH:7]=1.C(=O)(O)[O-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[C:6]([CH2:8][N:9]2[CH:13]=[CH:12][C:11]([NH2:14])=[N:10]2)[CH:7]=1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 595479671-({5-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-3-nitro-1H-pyrazole

生成物 1

HCID 578755491-({5-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-3-amine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
85 °C

実験手順

1-({5-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-3-nitro-1H-pyrazole (for a preparation see Intermediate 54)(159 mg, 0.46 mmol) was dissolved in ethanol (10 ml). Stannous chloride (hydrated) (522 mg, 2.31 mmol) was added and the reaction was stirred and heated to 85° C. overnight under nitrogen. The reaction mixture was treated with saturated aqueous sodium bicarbonate solution. The mixture was partitioned between water and ethyl acetate. The mixture was filtered to remove the solid tin residues. The ethyl acetate layer was separated, and the aqueous layer was extracted with further ethyl acetate (2×50 ml). The combined organic fractions were concentrated in vacuo to give the title compound as an off-white solid (156 mg);

後処理

  1. customThe mixture was partitioned between water and ethyl acetate
  2. filtrationThe mixture was filtered
  3. customto remove the solid tin residues
  4. customThe ethyl acetate layer was separated
  5. extractionthe aqueous layer was extracted with further ethyl acetate (2×50 ml)
  6. concentrationThe combined organic fractions were concentrated in vacuo

出典と根拠

ORDレコード
ord-7e41d751bbf24cb1bd68753da6e53fe0
出典データセット
uspto-grants-2013_03
特許番号
US08399436B2

反応ノート

読み込み中…