Benzyl Alcohol → 1-(Pyridin-4-yl)piperidine-4-carbamic acid benzyl ester

HRID 412622노트

반응식

HRID 412622 반응식
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10](C(O)=O)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.C([N:18]([CH2:21]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:30])C=CC=CC=1.[CH2:40]([OH:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>CN(C)C=O>[CH2:40]([O:47][C:21](=[O:30])[NH:18][CH:10]1[CH2:9][CH2:8][N:7]([C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)[CH2:12][CH2:11]1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

참가 물질

6

반응물 4

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 12682891-(Pyridin-4-yl)piperidine-4-carboxylic acid

생성물 1

HCID 600641081-(Pyridin-4-yl)piperidine-4-carbamic acid benzyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a suspension of 1-(pyridin-4-yl)piperidine-4-carboxylic acid (11.18 g) and triethylamine (11.3 ml) in dimethylformamide (110 ml) was added diphenylphosphoryl azide (12.9 ml) at room temperature, and the mixture was stirred at 80° C. for 30 min. Benzyl alcohol (6.17 ml) was added at the same temperature, and the mixture was stirred for 12 hours. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=99:1-95:5) and dried under reduced pressure to give the title compound (9.46 g).

후처리

  1. stirringthe mixture was stirred for 12 hours
  2. customAfter completion of the reaction
  3. customthe solvent was evaporated
  4. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=99:1-95:5)
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-82a0b3d961e04a4680847d4b53b7ebcd
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562828B1

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