Sodium Carbonate → HCID 178453037、化合物

HRID 397505

反応式

HRID 397505 の反応式
[NH:1]1[CH:5]=[CH:4][C:3](B(O)O)=[N:2]1.C(=O)([O-])[O-].[Na+].[Na+].[C:15]([O:19][C:20](=[O:30])[NH:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1Br)([CH3:18])([CH3:17])[CH3:16].C(=O)(O)[O-].[Na+]>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH:1]1[CH:5]=[CH:4][C:3]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[CH2:22][NH:21][C:20](=[O:30])[O:19][C:15]([CH3:18])([CH3:17])[CH3:16])=[N:2]1

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 516892Sodium BicarbonateHCID 70183002-Bromo-N-(tert-butoxycarbonyl)benzylamineHCID 178514837HCID 178514837、化合物

生成物 1

HCID 178453037HCID 178453037、化合物

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 1H-pyrazol-3-ylboronic acid (156 mg, 1.4 mmol), tetrakis(triphenylphosphine)palladium(0) (242 mg, 0.21 mmol), and sodium carbonate (222 mg, 2.1 mmol) in dimethylformamide (2 ml), was added tert-butyl-2-bromobenzylcarbamate (200 mg, 0.699 mmol). The suspension was stirred at 100° C. for 2 h, cooled to room temperature, poured onto saturated sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium chloride, dried with magnesium sulfate and concentrated in vacuo. The crude material was passed through silica (ISCO, 0-30% ethyl acetate/hexane) to give tert-butyl 2-(1H-pyrazol-3-yl)benzylcarbamate; MS (ES+) M+1 274.1 for C15H19N3O2.

後処理

  1. temperaturecooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with saturated sodium chloride
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7c50860ecc844a3697bbcb3985469da1
出典データセット
uspto-grants-2003_08
特許番号
US06610701B2

関連ノート

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