Benzyl Alcohol → HCID 131735484, 화합물

HRID 634431노트

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HRID 634431 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5]([I:8])=[N:6][CH:7]=1.[CH2:10]([OH:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1.CCCCCCC>[CH3:11][CH2:10][O:17][C:4]([CH3:5])=[O:9].[CH2:10]([O:9][C:4]1[C:5]([I:8])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

7

반응물 4

HCID 244Benzyl AlcoholHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 226029855-Bromo-2-iodopyridin-3-ol

생성물 1

HCID 131735484HCID 131735484, 화합물수율 92%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8900Heptane용매

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온도
0 °C

실험 절차

To a solution of 5-bromo-2-iodopyridin-3-ol (0.700 g, 2.334 mmol, prepared according to Bioorg. Med. Chem. Lett. 2013, 2, 6784, which is incorporated herein by reference in its entirety) in dry THF (10 ml), previously cooled to 0° C., benzyl alcohol (0.728 ml, 7.00 mmol), triphenylphosphine (PPh3) (2.095 ml, 7.00 mmol) and diisopropyl azodicarboxylate (1.287 ml, 6.54 mmol) were added. The reaction was stirred for 4 h at room temperature. Solvent was removed and the product was purified by Biotage Si 50 g with a gradient of heptane and EtOAc 3-(benzyloxy)-5-bromo-2-iodopyridine (Intermediate G25.1, 835 mg, 2.141 mmol, 92% yield) as a white foam.

후처리

  1. customSolvent was removed

출처 및 근거

ORD 기록
ord-b9eb90f9b7a346bf99552587be3751df
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321776B2

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