Ethanol → 4-[Bromo-(4-ethoxycarbonylamino-phenyl)-methyl]-piperidine-1-carboxylic Acid Tert-Butyl Ester

HRID 2120903ノート

反応式

HRID 2120903 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=[C:14]([Br:24])[C:15]2[CH:20]=[CH:19][C:18](C(O)=O)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:32])C=CC=CC=1.C([N:44]([CH2:47]C)CC)C.[CH2:49]([OH:51])[CH3:50]>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH:14]([Br:24])[C:15]2[CH:20]=[CH:19][C:18]([NH:44][C:47]([O:51][CH2:49][CH3:50])=[O:32])=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

6

反応物 4

HCID 702EthanolHCID 8471Triethylamine2 回HCID 199401P,P-Diphenylphosphinic azideHCID 10834544HCID 10834544、化合物

生成物 1

HCID 692435694-[Bromo-(4-ethoxycarbonylamino-phenyl)-methyl]-piperidine-1-carboxylic Acid Tert-Butyl Ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
95 °C

実験手順

To a mixture of compound 51, prepared according to Scheme 6, (0.25 g, 0.625 mmole) in toluene (5 mL), was added diphenylphosphorylazide (0.192 g, 0.70 mmole) and triethylamine (0.1 mL, 0.7 mmole). After stirring the mixture under argon at 95° C. for two hours an excess of anhydrous ethanol (2 mL) and triethylamine (0.1 mL) were added and the solution was stirred at 95° C. for an additional 5 hours. After cooling to room temperature the reaction mixture was partitioned between water and diethyl ether. The ether was washed with water, dried over magnesium sulfate and removed in vacuo to give the product (compound 88) as a tan foam (300 mg, 99% yield).

後処理

  1. customprepared
  2. additionwere added
  3. temperatureAfter cooling to room temperature the reaction mixture
  4. customwas partitioned between water and diethyl ether
  5. washThe ether was washed with water
  6. dry with materialdried over magnesium sulfate
  7. customremoved in vacuo

出典と根拠

ORDレコード
ord-67cf9ed921eb4c6794379c5365d0bbb5
出典データセット
uspto-grants-2004_02
特許番号
US06693117B2

反応ノート

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