Acetic Acid → HCID 20145287, 화합물

HRID 648639노트

반응식

HRID 648639 반응식
[C:1]([BH3-])#[N:2].[Na+].[C:5](O)(=O)C.N[C:10]1[CH:11]=[CH:12][C:13]([N:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)=[C:14]([CH:16]([CH:18]([C:28]([NH2:30])=[O:29])[C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)[CH3:17])[CH:15]=1.C=O>C(#N)C.CN(C)C=O>[CH3:5][N:2]([CH3:1])[C:10]1[CH:11]=[CH:12][C:13]([N:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)=[C:14]([CH:16]([CH:18]([C:28]([NH2:30])=[O:29])[C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)[CH3:17])[CH:15]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 20145241HCID 20145241, 화합물

생성물 1

HCID 20145287HCID 20145287, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6342Acetonitrile용매

실험 절차

A tenth of a gram (1.589 m mol) of sodium cyanoborohydride and, after two minutes, 0.056 ml of glacial acetic acid were added at 20° C. to a stirred solution of 0.20 gm (0.5242 m mol) of 4-[(1-(5-amino-2-piperidino-phenyl)-ethyl)-aminocarbonylmethyl]-benzoic acid and 0.45 ml of 40% formalin in 2 ml of acetonitrile and 1 ml of absolute dimethyl formamide. After 1.5 hours the reaction mixture was evaporated in vacuo. The evaporation residue was dissolved in water by addition of hydrochloric acid at a pH of 2 to 3. After extraction with chloroform several times the aqueous phase was adjusted to a pH of 6 to 7 by means of saturated sodium bicarbonate solution and extracted several times with chloroform. This organic extract was dried and filtered. After evaporation in vacuo the evaporation residue was recrystallized from isopropanol. The colorless crystals were washed with absolute ether.

후처리

  1. customAfter 1.5 hours the reaction mixture was evaporated in vacuo
  2. dissolutionThe evaporation residue was dissolved in water by addition of hydrochloric acid at a pH of 2 to 3
  3. extractionAfter extraction with chloroform several times the aqueous phase
  4. extractionextracted several times with chloroform
  5. extractionThis organic extract
  6. customwas dried
  7. filtrationfiltered
  8. customAfter evaporation in vacuo the evaporation residue
  9. customwas recrystallized from isopropanol
  10. washThe colorless crystals were washed with absolute ether

출처 및 근거

ORD 기록
ord-a68044cfcaed4a71b252f541f8e45ada
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04735959

반응 노트

불러오는 중…