1,1'-Carbonyldiimidazole → 2-Chloro-3-fluoro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 380684노트

반응식

HRID 380684 반응식
[Cl:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[C:24]12([CH2:34][NH2:35])[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][CH:26]([CH2:27]3)[CH2:25]1)[CH2:31]2>CN(C)C=O>[Cl:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:35][CH2:34][C:24]12[CH2:33][CH:28]3[CH2:27][CH:26]([CH2:32][CH:30]([CH2:29]3)[CH2:31]1)[CH2:25]2)=[O:6]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 86625Tricyclo(3.3.1.13,7)dec-1-ylmethylamineHCID 3026202-Chloro-3-fluorobenzoic acid

생성물 1

HCID 206700332-Chloro-3-fluoro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 2-chloro-3-fluorobenzoic acid (0.098 g) and carbonyldiimidazole (0.091 g), in N,N-dimethylformamide (3.0 ml) was stirred for 2.5 hours at room temperature. 1-Adamantanemethylamine (0.1 ml) was then added and stirring continued overnight. The reaction mixture was partitioned between ethyl acetate and 2N hydrochloric acid and the organic layer was separated, washed with 10% aqueous sodium hydroxide, water and brine and then dried over sodium sulphate (Na2SO4). The organic layer was subsequently concentrated under reduced pressure to yield the tire compound as a white solid (0.138 g).

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and 2N hydrochloric acid
  2. customthe organic layer was separated
  3. washwashed with 10% aqueous sodium hydroxide, water and brine
  4. dry with materialdried over sodium sulphate (Na2SO4)
  5. concentrationThe organic layer was subsequently concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-701166d3079747ceb0ca4b2eeea472db
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303659B2

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