Tetrahydrofuran → 2-(5-Amino-2-ethoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

HRID 11265

반응식

HRID 11265 반응식
O1CCCC1.[CH2:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=1[C:18]1[NH:23][C:22](=[O:24])[C:21]2=[C:25]([CH3:33])[N:26]=[C:27]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[N:20]2[N:19]=1)[CH3:7]>C(O)C.[Pd]>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:6][CH3:7])=[C:10]([C:18]2[NH:23][C:22](=[O:24])[C:21]3=[C:25]([CH3:33])[N:26]=[C:27]([CH:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[N:20]3[N:19]=2)[CH:11]=1

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 1356049392-(2-Ethoxy-5-nitrophenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

생성물 1

HCID 1356049412-(5-Amino-2-ethoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

In 86 ml of ethanol and 86 ml of tetrahydrofuran 2.56 g (6.68 mmol) of the compound from example 41A are stirred in the presence of 288 mg of Pd/C (10%) under an H2 atmosphere for 20 hours. The reaction solution is filtered with suction through 30 ml of silica gel, the filter cake is washed with ethanol/tetrahydrofuran and the filtrate is concentrated and dried under high vacuum overnight. The crude product is chromatographed on 500 ml of silica gel using toluene and ethyl acetate in a gradient system.

후처리

  1. filtrationThe reaction solution is filtered with suction through 30 ml of silica gel
  2. washthe filter cake is washed with ethanol/tetrahydrofuran
  3. concentrationthe filtrate is concentrated
  4. customdried under high vacuum overnight
  5. customThe crude product is chromatographed on 500 ml of silica gel

출처 및 근거

ORD 기록
ord-d357c1218dbf48bba5a042e2f55bdc08
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098207B2

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