Dimethylformamide → HCID 131715264, 화합물

HRID 2309640노트

반응식

HRID 2309640 반응식
Br[CH2:2][CH2:3][O:4][C:5]1[N:9]([CH3:10])N=NN=1.[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[N:21]=[C:20]2[CH2:28][CH:29]2[CH2:34][CH2:33][N:32]([CH2:35]CN)[CH2:31][CH2:30]2)=[CH:14][CH:13]=1.[C:38](=[O:41])([O-:40])[O-:39].[Na+].[Na+].CN(C)C=[O:47]>O>[C:5]([OH:4])(=[O:47])[C:38]([OH:40])=[O:41].[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[N:21]=[C:20]2[CH2:28][CH:29]2[CH2:34][CH2:33][N:32]([CH2:35][CH2:10][N:9]3[CH2:2][CH2:3][O:4][C:5]3=[O:39])[CH2:31][CH2:30]2)=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 14518041HCID 14518041, 화합물HCID 14518104HCID 14518104, 화합물

생성물 1

HCID 131715264HCID 131715264, 화합물수율 13%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4 parts of 5-(2-bromoethoxy)-1-methyl-1H-tetrazole, 5.5 parts of 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimdazol-2-yl]methyl]-1-piperidineethanamine, 2.3. parts of sodium carbonate and 45 parts of N,N-dimethylformamide was stirred overnight at 70° C. The reaction mixture was poured into water. The product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated. 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. The residue was converted into the ethanedioate salt in ethanol. The salt was filtered off and dried, yielding 1.3 parts (13%) of 3-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]methyl]-1-piperidinyl]ethyl]2-oxazolidinone ethanedioate(2:5); mp. 147.9° C. (385).

후처리

  1. extractionThe product was extracted with 4-methyl-2-pentanone
  2. customThe extract was dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by column chromatography over silica gel using
  6. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  7. customThe pure fractions were collected
  8. customthe eluent was evaporated
  9. filtrationThe salt was filtered off
  10. customdried

출처 및 근거

ORD 기록
ord-ac0cfbb685bc4e5183eb8ae6b0368042
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04695575

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