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1,2-Dimethoxyethane → HCID 46830920, 화합물

HRID 1848344
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HRID 1848344 반응식
I[C:2]1[N:7]2[N:8]=[C:9]([C:11]3([CH2:14][OH:15])[CH2:13][CH2:12]3)[N:10]=[C:6]2[C:5]([O:16][CH3:17])=[CH:4][CH:3]=1.CO[CH2:20][CH2:21]OC>C([O-])([O-])=O.[K+].[K+].[Cl-].[Na+].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>[OH:15][CH2:14][C:11]1([C:9]2[N:10]=[C:6]3[C:5]([O:16][CH3:17])=[CH:4][CH:3]=[C:2]([C:13]4[CH:12]=[C:11]([CH:14]=[CH:20][CH:21]=4)[C:9]#[N:8])[N:7]3[N:8]=2)[CH2:13][CH2:12]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 80711,2-DimethoxyethaneHCID 58074581HCID 58074581, 화합물2회

생성물 1

HCID 46830920HCID 46830920, 화합물

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 11430Potassium Carbonate용매HCID 57417360
Sodium chloride; water
용매

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온도
80 °C

실험 절차

[1-(5-Iodo-8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-cyclopropyl]-methanol (compound 308)(0.24 g, 0.07 mmol) was dissolved in DME (4.5 mL) and 1 M K2CO3 (1.4 mL). 5-CN-3-pyridinyl boronic acid (0.21 g, 1.4 mmol) was added followed by Pd(PPh3)4 (0.04 g, 0.035 mmol). The mixture was shaken at 80° C. for 18 h. Brine was added and aqueous phase was extracted with DCM (×3). The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica using DCM:MeOH 99:1 as eluent. The impure product was suspended in 2-propanol and filtered to provide the title compound as a solid.

후처리

  1. extractionaqueous phase was extracted with DCM (×3)
  2. dry with materialThe combined organic phases were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by flash chromatography on silica
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-b2e5ac1523044708b9a72d75b61ae977
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952162B2

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