Chloroacetaldehyde → 6-(3-Methoxy-phenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-3-ol

HRID 38099

反応式

HRID 38099 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[C:10]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)=[C:11]([SH:14])[NH:12][N:13]=2)[CH:6]=[CH:7][CH:8]=1.Cl[CH2:22][CH:23]=[O:24]>C1COCC1.O.C(OC(=O)C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[C:10]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)=[C:11]3[S:14][CH2:22][CH:23]([OH:24])[N:12]3[N:13]=2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 33ChloroacetaldehydeHCID 178489941HCID 178489941、化合物

生成物 1

HCID 674238586-(3-Methoxy-phenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-3-ol収率 93%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 21881883Oxolane--water (1/1)溶媒

実験手順

5-(3-Methoxy-phenyl)-4-pyridin-4-yl-2H-pyrazole-3-thiol prepared as described in Example 8 (115 mg, 0.406 mmol) was dissolved in a 1:1 THF/water mixture (3 mL). A 55% aqueous solution of chloroacetaldehyde (0.071 mL, 0.609 mmol, 1.5 eq) was added and the mixture was stirred at room temperature for 2 hours. It was then diluted with ethylacetate and washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4 and evaporated to dryness to give 123 mg (93%) of crude product, which was used without further purification in the following step.

後処理

  1. washwashed with saturated aqueous NaHCO3 and brine
  2. dry with materialdried over Na2SO4
  3. customevaporated to dryness

出典と根拠

ORDレコード
ord-c64852dab9d24bf9bd55b39536960b19
出典データセット
uspto-grants-2013_09
特許番号
US08524707B2

関連ノート

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