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Potassium Carbonate → HCID 58124874, 화합물

HRID 1971681
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HRID 1971681 반응식
Br[C:2]1[C:3]([O:37][CH3:38])=[CH:4][C:5]2[CH2:6][CH2:7][N:8]3[C:14]4[C:15](=[O:31])[N:16]([CH:28]([CH3:30])[CH3:29])[CH2:17][CH2:18][N:19]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][C:13]=4[C:12]([C:32]4[S:33][CH:34]=[CH:35][CH:36]=4)=[C:9]3[C:10]=2[CH:11]=1.[N:39]1[CH:44]=[CH:43][CH:42]=[C:41](B(O)O)[CH:40]=1.C([O-])([O-])=O.[K+].[K+]>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.COCCOC>[CH:28]([N:16]1[C:15](=[O:31])[C:14]2[N:8]3[CH2:7][CH2:6][C:5]4[CH:4]=[C:3]([O:37][CH3:38])[C:2]([C:41]5[CH:40]=[N:39][CH:44]=[CH:43][CH:42]=5)=[CH:11][C:10]=4[C:9]3=[C:12]([C:32]3[S:33][CH:34]=[CH:35][CH:36]=3)[C:13]=2[CH2:20][N:19]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:18][CH2:17]1)([CH3:30])[CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium Carbonate2회HCID 27343783-Pyridinylboronic acidHCID 58124866HCID 58124866, 화합물

생성물 1

HCID 58124874HCID 58124874, 화합물수율 93.6%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매
HCID 8071
1,2-Dimethoxyethane
용매

실험 절차

A mixture of 60 mg of 10l, 22 mg of 3-pyridylboronic acid, 12 mg of Pd(PPh3)4 and 40 mg of K2CO3 in 3 ml of degassed 90% aq. DME was heated under N2 for 16 h. The reaction mixture was poured onto 1M K2CO3 solution and the product was extracted with ethyl acetate. The organic extract was washed once with sat. NaCl, dried and concentrated. The crude material thus obtained was chromatographed over silica gel, using heptane/acetone in a gradient. The isolated product was triturated with diethyl ether, to give 56 mg of 10m, Mp: 207-208° C.

후처리

  1. temperaturewas heated under N2 for 16 h
  2. extractionthe product was extracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed once with sat. NaCl
  5. customdried
  6. concentrationconcentrated
  7. customThe crude material thus obtained
  8. customwas chromatographed over silica gel
  9. customThe isolated product was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-587ad52c644b420b9827c6f1461f39fc
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431564B2

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