Sodium Carbonate → HCID 178453037, 화합물

HRID 397505

반응식

HRID 397505 반응식
[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

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 516892Sodium BicarbonateHCID 70183002-Bromo-N-(tert-butoxycarbonyl)benzylamineHCID 178514837HCID 178514837, 화합물

생성물 1

HCID 178453037HCID 178453037, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7c50860ecc844a3697bbcb3985469da1
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610701B2

연결된 노트

불러오는 중…