Dichloromethane → 5-Nitro-3-phenylpyridin-2-ol

HRID 41980

반응식

HRID 41980 반응식
I[C:2]1[C:3]([OH:11])=[N:4][CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(Cl)Cl.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.O>[N+:8]([C:6]1[CH:7]=[C:2]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]([OH:11])=[N:4][CH:5]=1)([O-:10])=[O:9]

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 10796Cesium carbonateHCID 66827Phenylboronic AcidHCID 178526840HCID 178526840, 화합물

생성물 1

HCID 1785268355-Nitro-3-phenylpyridin-2-ol

시약·촉매·용매 1

HCID 218864351,4-Dioxane--water (1/1)용매

실험 절차

In a schlenck tube, a mixture of 3-iodo-5-nitropyridin-2-ol (7.52 mmol, 2 g), phenylboronic acid (8.28 mmol, 1.01 g), PdCl2dppf.DCM (0.75 mmol, 0.6 g), Cs2CO3 (22.56 mmol, 7.4 g) in a dioxane/water 4:1 mixture (26 ml) was heated at 100° C. for 4 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The organic phase was evaporated and the crude was suspended in methanol affording a solid that was filtered off and dried under vacuum overnight affording 1.2 g (74% of yield) of the expected product.

후처리

  1. customThe solvent was evaporated
  2. extractionthe crude mixture was extracted between water and ethyl acetate
  3. customThe organic phase was evaporated
  4. filtrationthat was filtered off
  5. customdried under vacuum overnight
  6. customaffording

출처 및 근거

ORD 기록
ord-c87b15bf4ba24b01a04e01ed10774af2
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536165B2

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