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Sodium Carbonate → HCID 131729854, 화합물

HRID 1517546
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HRID 1517546 반응식
Br[C:2]1[CH:23]=[C:22]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:21]([O:28][CH3:29])=[CH:20][C:3]=1[CH2:4][N:5]1[C@H:9]([C:10]([CH3:18])([CH3:17])[O:11][SiH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:8][CH2:7][C:6]1=[O:19].[CH2:30]([O:37][C:38]1[C:43](B(O)O)=[CH:42][CH:41]=[CH:40][N:39]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=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>[CH2:30]([O:37][C:38]1[C:43]([C:2]2[CH:23]=[C:22]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:21]([O:28][CH3:29])=[CH:20][C:3]=2[CH2:4][N:5]2[C@H:9]([C:10]([CH3:18])([CH3:17])[O:11][SiH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:8][CH2:7][C:6]2=[O:19])=[CH:42][CH:41]=[CH:40][N:39]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 44755161B-[2-(Phenylmethoxy)-3-pyridinyl]boronic acidHCID 131729855HCID 131729855, 화합물

생성물 1

HCID 131729854HCID 131729854, 화합물수율 75%

시약·촉매·용매 3

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

실험 절차

step 2—A sealed tube containing 104 (141 mg, 0.29 mmol), 2-benzyloxy-pyridin-3-yl boronic acid (100 mg, 0.44 mmol), Na2CO3 (92 mg, 0.87 mmol) and Pd(PPh3)4 (33 mg, 0.029 mmol) in a mixture of MeOH (1.5 mL) and DCM (0.5 mL) was irradiated in 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 40% EtOAc/hexanes to afford 128 mg (75%) of (S)-1-[2-(2-benzyloxy-pyridin-3-yl)-4-tert-butyl-5-methoxy-benzyl]-5-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-2-one (106).

후처리

  1. customstep 2—A sealed tube
  2. customwas irradiated in 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-df556e209ffb492b9c0732edf16fa44c
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232271B2

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