Acetic Acid → 7-[3-(1H-Pyrrol-1-ylmethyl)phenoxy]-2,3,3a,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

HRID 29772ノート

反応式

HRID 29772 の反応式
Cl.[O:2]=[S:3]1(=[O:25])[C:8]2[CH:9]=[C:10]([O:13][C:14]3[CH:15]=[C:16]([CH2:20][NH2:21])[CH:17]=[CH:18][CH:19]=3)[CH:11]=[CH:12][C:7]=2[N:6]2[CH2:22][CH2:23][CH2:24][CH:5]2[NH:4]1.CO[CH:28]1[CH2:32][CH2:31][CH:30](OC)O1.O.CC(O)=O>C(Cl)CCl>[N:21]1([CH2:20][C:16]2[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=2)[O:13][C:10]2[CH:11]=[CH:12][C:7]3[N:6]4[CH2:22][CH2:23][CH2:24][CH:5]4[NH:4][S:3](=[O:2])(=[O:25])[C:8]=3[CH:9]=2)[CH:28]=[CH:32][CH:31]=[CH:30]1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 790982,5-DimethoxytetrahydrofuranHCID 69197863HCID 69197863、化合物

生成物 1

HCID 691987587-[3-(1H-Pyrrol-1-ylmethyl)phenoxy]-2,3,3a,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
80 °C

実験手順

200 mg (0.58 mmol) of the product obtained in Example 1, in the form of the free amine, and 105 μl (0.81 mmol) of 2,5-dimethoxytetrahydrofuran are added to a two-phase mixture of 2.5 ml of water, 0.95 ml of AcOH and 2.85 ml of dichloro-1,2-ethane. The mixture is stirred at 80° C. for 2 hours, allowed to return to ambient temperature and extracted with CH2Cl2. The organic phase is washed with saturated aqueous NaCl solution and dried over MgSO4. The expected product is purified by chromatography on a silica column (CH2Cl2/heptane 75/25).

後処理

  1. customto return to ambient temperature
  2. extractionextracted with CH2Cl2
  3. washThe organic phase is washed with saturated aqueous NaCl solution
  4. dry with materialdried over MgSO4
  5. customThe expected product is purified by chromatography on a silica column (CH2Cl2/heptane 75/25)

出典と根拠

ORDレコード
ord-193c00d47d504ab2bdf9af6b0c39ec60
出典データセット
uspto-grants-2008_09
特許番号
US07423034B2

反応ノート

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