Thiophene-3-carboxylic acid → HCID 58978020, 화합물

HRID 1179328노트

반응식

HRID 1179328 반응식
[CH:1]1[S:5][CH:4]=[CH:3][C:2]=1[C:6]([OH:8])=O.Cl.Cl.[NH:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[NH:25][C:24]3=[O:32])[CH2:19][CH2:18]2)[CH2:13][CH2:12]1.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl.C(O)(C)(C)C.C(N(CC)CC)C>[CH:1]1[S:5][CH:4]=[CH:3][C:2]=1[C:6]([N:11]1[CH2:12][CH2:13][CH:14]([N:17]2[CH2:18][CH2:19][CH:20]([N:23]3[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[NH:25][C:24]3=[O:32])[CH2:21][CH2:22]2)[CH2:15][CH2:16]1)=[O:8]

참가 물질

9

반응물 5

HCID 6918Thiophene-3-carboxylic acidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 227452031-[1-(piperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one dihydrochloride

생성물 1

HCID 58978020HCID 58978020, 화합물수율 87.5%

시약·촉매·용매 3

HCID 6212Chloroform용매2회HCID 6386tert-Butanol용매HCID 8471Triethylamine용매

실험 절차

A mixture of 72 mg of 3-thenoic acid, 187 mg of 1-[1-(piperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one dihydrochloride, 110 mg of ethyl 3-(dimethylamino)propylcarbodiimide, 110 mg of 1-hydroxy-1,2,3-benzotriazole, 300 mg of triethylamine, 10 ml of CHCl3, and 10 ml of tert-butyl alcohol was stirred for 17 h. The reaction mixture was partitionized between chloroform and aqueous NaHCO3. The organic layer was washed with aqueous NaHCO3, dried over anhydrous Na2SO4, and concentrated. The residue was purified on SiO2 chromatography (chloroform/methanol=30:1-20:1) to afford 180 mg of 1-[1-[1-(3-thenoyl)piperidin-4-yl]piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one as a colorless amorphous.

후처리

  1. washThe organic layer was washed with aqueous NaHCO3
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified on SiO2 chromatography (chloroform/methanol=30:1-20:1)

출처 및 근거

ORD 기록
ord-87a1fb708dfe4bbc848b9853beabade0
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279490B2

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