1,1'-Carbonyldiimidazole → Ngb-2849

HRID 1941455

反応式

HRID 1941455 の反応式
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][C:2]=1[C:15](O)=[O:16].C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:30][C:31]1[C:36]([Cl:37])=[CH:35][CH:34]=[CH:33][C:32]=1[N:38]1[CH2:43][CH2:42][N:41]([CH2:44][CH2:45][CH2:46][CH2:47][NH2:48])[CH2:40][CH2:39]1>O1CCCC1>[Cl:30][C:31]1[C:36]([Cl:37])=[CH:35][CH:34]=[CH:33][C:32]=1[N:38]1[CH2:39][CH2:40][N:41]([CH2:44][CH2:45][CH2:46][CH2:47][NH:48][C:15]([C:2]2[CH:3]=[CH:4][C:5]3[C:14](=[CH:13][C:12]4[C:7]([CH:6]=3)=[CH:8][CH:9]=[CH:10][CH:11]=4)[CH:1]=2)=[O:16])[CH2:42][CH2:43]1

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 1013252-Anthracenecarboxylic AcidHCID 110986691-Piperazinebutanamine, 4-(2,3-dichlorophenyl)-

生成物 1

HCID 15411150Ngb-2849収率 80.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of 2-anthracenecarboxylic acid (100 mg, 0.45 mmol) and 1,1'-carbonyldiimidazole (82 mg, 0.5 mmol) in 10 mL of anhydrous tetrahydrofuran is stirred for 8 hours. A solution of 4-[4-(2,3-dichlorophenyl)-1-piperazinyl]-1-aminobutane (150 mg, 0.5 mmol) in 1 mL of tetrahydrofuran is added and the resulting mixture is stirred for 30 minutes. The reaction mixture is partitioned between ethyl acetate and water. The organic layer is washed with aqueous Na2CO3, dried (Na2SO4) and concentrated in vacuo to give the title compound (183 mg, 80%). The hydrochloride salt is prepared by treating the free base with ethyl acetate-HCl. The hydrochloride salt of the title compound has a melting point of 245°-247° C.

後処理

  1. stirringthe resulting mixture is stirred for 30 minutes
  2. customThe reaction mixture is partitioned between ethyl acetate and water
  3. washThe organic layer is washed with aqueous Na2CO3
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c3cc45258c624e9ea9407c2a0419ea4e
出典データセット
uspto-grants-1997_12
特許番号
US05703235

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