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Sodium Carbonate → HCID 68634671, 화합물

HRID 1176424
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HRID 1176424 반응식
[CH3:1][O:2][C:3]1[CH:50]=[CH:49][CH:48]=[CH:47][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34](B3OC(C)(C)C(C)(C)O3)[CH:33]=2)=[CH:13][CH:12]=1.Br[C:52]1[N:53]([CH2:57][CH2:58][CH2:59][O:60][CH3:61])[CH:54]=[CH:55][N:56]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.C(O)C.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>[CH3:1][O:2][C:3]1[CH:50]=[CH:49][CH:48]=[CH:47][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:28])([CH3:29])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([C:52]3[N:53]([CH2:57][CH2:58][CH2:59][O:60][CH3:61])[CH:54]=[CH:55][N:56]=3)[CH:33]=2)=[CH:15][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 68499348HCID 68499348, 화합물HCID 68500086HCID 68500086, 화합물

생성물 1

HCID 68634671HCID 68634671, 화합물

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 702
Ethanol
용매
HCID 80711,2-Dimethoxyethane용매2회

실험 절차

The mixture of 0.050 g of tetrakis(triphenylphosphine)palladium(0) in 1.0 ml of 1,2-dimethoxyethane is admixed with the solution of 0.319 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzyloxy]piperidine-1-carboxylate and 0.144 g of 2-bromo-1-(3-methoxypropyl)-1H-imidazole in 2.0 ml of 1,2-dimethoxyethane and 0.3 ml of ethanol. The reaction mixture is admixed with 0.9 ml of 2M sodium carbonate solution and stirred at reflux over 20 hours. The resulting reaction solution is concentrated by evaporation, admixed with 1:1 water/brine mixture (30 ml) and extracted with ethyl acetate (2×30 ml). The organic phases are washed with brine (30 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.15 (97:3 dichloromethane-methanol); Rt=5.23.

후처리

  1. temperatureat reflux over 20 hours
  2. customThe resulting reaction solution
  3. concentrationis concentrated by evaporation
  4. extractionextracted with ethyl acetate (2×30 ml)
  5. washThe organic phases are washed with brine (30 ml)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-576cfb597c5144f7a1729ec206a3b2fb
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07842688B2

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