1,4'-Bipiperidine → 3-Methyl-2-[4-[6-(4-piperidinopiperidinyl)nicotinoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one hydrochloride

HRID 1291348노트

반응식

HRID 1291348 반응식
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:26]=[CH:25][C:11]([CH2:12][S:13][C:14]3[N:15]([CH3:24])[C:16](=[O:23])[C:17]4[S:22][CH:21]=[CH:20][C:18]=4[N:19]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][N:3]=1.[N:29]1([CH:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>N1C=CC=CC=1>[ClH:1].[CH3:24][N:15]1[C:16](=[O:23])[C:17]2[S:22][CH:21]=[CH:20][C:18]=2[N:19]=[C:14]1[S:13][CH2:12][C:11]1[CH:25]=[CH:26][C:8]([C:6](=[O:7])[C:5]2[CH:27]=[CH:28][C:2]([N:38]3[CH2:39][CH2:40][CH:35]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)[CH2:36][CH2:37]3)=[N:3][CH:4]=2)=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 786071,4'-BipiperidineHCID 189187982-[4-(6-Chloronicotinoyl)benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-one

생성물 1

HCID 189192833-Methyl-2-[4-[6-(4-piperidinopiperidinyl)nicotinoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one hydrochloride수율 62.7%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 2-[4-(6-chloronicotinoyl]benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-one (427 mg) and 4-piperidinopiperidine (202 mg) in pyridine (10 ml) was stirred at 80° C. for 10 hours. This reaction mixture was concentrated, the residue was dissolved in chloroform, and the solution was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1) and treated with HCl/ethyl acetate for conversion to hydrochloride to provide the title compound as colorless solid (373 mg).

후처리

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in chloroform
  3. washthe solution was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1)
  7. additiontreated with HCl/ethyl acetate for conversion to hydrochloride

출처 및 근거

ORD 기록
ord-abe6b376ec6e42ebb6d54766e2f5a4c8
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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