Cyclohexylamine → 2-[2-(4-Chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-2,N-dicyclohexyl-acetamide

HRID 889377ノート

反応式

HRID 889377 の反応式
FC1C(O[C:9](=[O:32])[CH:10]([C:17]2[N:18]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[N:19]=[C:20]3[CH2:24][CH2:23][CH2:22][C:21]=23)[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=C(F)C(F)=C(F)C=1F.[CH:37]1([NH2:43])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>CN(C=O)C.CN(C1C=CN=CC=1)C>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([N:18]2[C:17]([CH:10]([CH:11]3[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]3)[C:9]([NH:43][CH:37]3[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]3)=[O:32])=[C:21]3[CH2:22][CH2:23][CH2:24][C:20]3=[N:19]2)=[CH:30][CH:29]=1

参加物

5

反応物 2

HCID 7965CyclohexylamineHCID 86657983[2-(4-Chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-cyclohexyl-acetic acid pentafluorophenyl ester

生成物 1

HCID 533902542-[2-(4-Chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-2,N-dicyclohexyl-acetamide収率 40%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of [2-(4-chloro-phenyl)-2,4,5,6-tetrahydro-cyclopentapyrazol-3-yl]-cyclohexyl-acetic acid pentafluorophenyl ester (95 mg, 181 umol) in DMF (0.9 ml) was added cyclohexylamine (30 ul, 271 umol; CAS Reg. No. 108-91-8) and DMAP (66 mg, 543 umol) at ambient temperature under an argon atmosphere. The reaction mixture was stirred at ambient temperature for 30 h. The solvent was removed under reduced pressure to give a brown oil which was purified by preparative thin layer chromatography (silica gel, iPrOAc/heptane) to obtain the title compound (32 mg, 75 umol; 40%) as brown oil. MS: m/e=440.3 [M+H+].

後処理

  1. customat ambient temperature
  2. customThe solvent was removed under reduced pressure
  3. customto give a brown oil which
  4. customwas purified by preparative thin layer chromatography (silica gel, iPrOAc/heptane)

出典と根拠

ORDレコード
ord-17643325fa3e49cfa39541c6f8bfe71f
出典データセット
uspto-grants-2012_08
特許番号
US08252826B2

反応ノート

読み込み中…