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

HRID 126873ノート

反応式

HRID 126873 の反応式
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

参加物

9

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ff68b46f73944d309e60da67cc9180a7
出典データセット
uspto-grants-1981_03
特許番号
US04254127

反応ノート

読み込み中…