Thiophene → 1-[3-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]butyl]-1,3-dihydro-2H-benzimidazol-2-one

HRID 126873노트

반응식

HRID 126873 반응식
S1C=CC=C1.O=[C:7]([CH3:20])[CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12][C:11]1=[O:19].Cl.[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:37])[CH2:30][CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:25][CH:24]=1.C(=O)([O-])O.[Na+].[H][H]>[Pd].CO.C(O)C>[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:37])[CH2:30][CH:31]2[CH2:36][CH2:35][N:34]([CH:7]([CH3:20])[CH2:8][CH2:9][N:10]3[C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[NH:12][C:11]3=[O:19])[CH2:33][CH2:32]2)=[CH:25][CH:24]=1

참가 물질

9

반응물 5

HCID 8030ThiopheneHCID 516892Sodium BicarbonateHCID 202880421,3-dihydro-1-(3-oxobutyl)-2H-benzimidazol-2-oneHCID 20288069HCID 20288069, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 202880401-[3-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]butyl]-1,3-dihydro-2H-benzimidazol-2-one수율 33%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

To 1 part of a volume of 2 parts of thiophene in 40 parts of ethanol are added 4.1 parts of 1,3 -dihydro-1-(3-oxobutyl)-2H-benzimidazol-2-one, 5.2 parts of 1-(4-fluorophenyl)-2-(4-piperidinyl)ethanone hydrochloride, 2 parts of sodium hydrogen carbonate and 160 parts of methanol. The whole is hydrogenated in the Parr-apparatus at 60° C. with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is allowed to crystallize. The product is filtered off and dried, yielding 2.7 parts (33%) of 1-[3-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]butyl]-1,3-dihydro-2H-benzimidazol-2-one; mp. 185.4° C.

후처리

  1. filtrationthe catalyst is filtered off
  2. customto crystallize
  3. filtrationThe product is filtered off
  4. customdried

출처 및 근거

ORD 기록
ord-ff68b46f73944d309e60da67cc9180a7
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254127

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