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

HRID 412622ノート

反応式

HRID 412622 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-82a0b3d961e04a4680847d4b53b7ebcd
出典データセット
uspto-grants-2003_05
特許番号
US06562828B1

反応ノート

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