Ammonium Acetate → 7-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

HRID 408550노트

반응식

HRID 408550 반응식
[S:1]1(=[O:8])(=[O:7])[CH2:5][CH2:4][C:3](=O)[CH2:2]1.[NH:9]1[C:17]2[C:12](=[CH:13][C:14](/[CH:18]=[C:19](/[C:22](=O)[CH3:23])\[C:20]#[N:21])=[CH:15][CH:16]=2)[CH:11]=[N:10]1.C([O-])(=O)C.[NH4+:29]>C(O)(=O)C>[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]3[C:19]([C:20]#[N:21])=[C:22]([CH3:23])[NH:29][C:3]4[CH2:4][CH2:5][S:1](=[O:8])(=[O:7])[C:2]3=4)=[CH:15][CH:16]=2)[CH:11]=[N:10]1

참가 물질

5

반응물 3

HCID 517165Ammonium AcetateHCID 5150067dihydrothiophen-3(2H)-one 1,1-dioxideHCID 66725268(2E)-2-(1H-Indazol-5-ylmethylidene)-3-oxobutanenitrile

생성물 1

HCID 469112177-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

127 mg (0.947 mmol) dihydrothiophen-3(2H)-one-1,1-dioxide, 266 mg (0.947 mmol) (2E)-2-(1H-indazol-5-ylmethylidene)-3-oxobutanenitrile (Example 8A) and 88 mg (1.136 mmol) ammonium acetate in acetic acid (5 ml) were heated to reflux overnight. After cooling, the mixture was evaporated to dryness, and the residue was purified by preparative RP-HPLC (acetonitrile/water gradient) to yield 16 mg (5% of th.) of the title compound.

후처리

  1. temperatureto reflux overnight
  2. temperatureAfter cooling
  3. customthe mixture was evaporated to dryness
  4. customthe residue was purified by preparative RP-HPLC (acetonitrile/water gradient)

출처 및 근거

ORD 기록
ord-2bc8ea5121704e49a42ab2d1caa86624
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759341B2

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