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Sodium Carbonate → HCID 68591720, 화합물

HRID 1517545
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HRID 1517545 반응식
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][CH2:9][C:8](=[O:11])[N:7]1[CH2:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:15][C:14]=1Br)=[O:5])[CH3:2].[CH2:26]([O:33][C:34]1[C:39](B(O)O)=[CH:38][CH:37]=[CH:36][N:35]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C([O-])([O-])=O.[Na+].[Na+]>CO.C(Cl)Cl.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>[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][CH2:9][C:8](=[O:11])[N:7]1[CH2:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:15][C:14]=1[C:39]1[C:34]([O:33][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[N:35][CH:36]=[CH:37][CH:38]=1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 44755161B-[2-(Phenylmethoxy)-3-pyridinyl]boronic acidHCID 68591281HCID 68591281, 화합물

생성물 1

HCID 68591720HCID 68591720, 화합물수율 84%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매
HCID 887
Methanol
용매
HCID 6344Dichloromethane용매2회

실험 절차

step 2—A sealed tube containing 100 (150 mg, 0.36 mmol), 2-benzyloxy-pyridin-3-yl boronic acid (125 mg, 0.56 mmol), Na2CO3 (116 mg, 1.1 mmol) and Pd(PPh3)4 (42 mg, 0.036 mmol) in a mixture of MeOH (1.5 mL) and DCM (0.5 mL) was irradiated on a microwave synthesizer at 100° C. for 30 min. The reaction mixture was diluted with DCM, filtered through a pad of CELITE, and the filtrate was concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 50% EtOAc/hexanes to afford 140 mg (84%) of (R)-1-[2-(2-benzyloxy-pyridin-3-yl)-4-tert-butyl-5-methoxy-benzyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester (102).

후처리

  1. customstep 2—A sealed tube
  2. customwas irradiated on a microwave synthesizer at 100° C. for 30 min
  3. filtrationfiltered through a pad of CELITE
  4. concentrationthe filtrate was concentrated
  5. customThe crude residue was purified on a preparative SiO2 TLC plate

출처 및 근거

ORD 기록
ord-87f800e28c444f3fb566bd5e8a8e21b7
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232271B2

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