1,1'-Carbonyldiimidazole → Ngb-2849

HRID 1941455

반응식

HRID 1941455 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 15411150Ngb-2849수율 80.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c3cc45258c624e9ea9407c2a0419ea4e
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05703235

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