Ammonia → HCID 14518706, 화합물

HRID 1723146노트

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HRID 1723146 반응식
N#N.C1(C[C:10]2[C:15]([CH2:16][N:17]3[CH:21]=[CH:20][N:19]=[CH:18]3)=[CH:14][CH:13]=[C:12]([NH2:22])[C:11]=2[NH2:23])CCCCC1.[F:24][C:25]([F:31])([F:30])[C:26](=N)OC.F[C:33](F)(F)[C:34](O)=O.N>CO>[CH:34]1([CH2:33][N:23]2[C:11]3[CH:10]=[C:15]([CH2:16][N:17]4[CH:21]=[CH:20][N:19]=[CH:18]4)[CH:14]=[CH:13][C:12]=3[N:22]=[C:26]2[C:25]([F:31])([F:30])[F:24])[CH2:14][CH2:15][CH2:10][CH2:11][CH2:12]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 256220methyl 2,2,2-trifluoroethanimidateHCID 86743323HCID 86743323, 화합물

생성물 1

HCID 14518706HCID 14518706, 화합물수율 52.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A mixture of 2.75 parts of N2 -(cyclohexylmethyl)-4-(1H-imidazol-1-ylmethyl)-1,2-benzenediamine, 1.85 parts of methyl 2,2,2-trifluoroethanimidate, 40 parts of methanol and 2.3 parts of trifluoroacetic acid was stirred for 7 hours at room temperature. The reaction mixture was made alkaline with methanol, saturated with ammonia. The solvent was evaporated in vacuo and the residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated in vacuo. The residue was dissolved in 11 parts of 2,2'-oxybispropane. The crystallized product was filtered off and dried, yielding 1.9 parts (52.4%) of 1-(cyclohexylmethyl)-6-(1H-imidazol-1-ylmethyl)-2-(trifluoromethyl)-1H-benzimidazole; mp. 165.4° C. (compound 202).

후처리

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by column chromatography over silica gel using
  3. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  4. customThe pure fractions were collected
  5. customthe eluent was evaporated in vacuo
  6. dissolutionThe residue was dissolved in 11 parts of 2,2'-oxybispropane
  7. filtrationThe crystallized product was filtered off
  8. customdried

출처 및 근거

ORD 기록
ord-c0b00f770d3d46c1b1acbb7d7c765b64
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859684

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