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Dimethylformamide → 2-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester

HRID 1945434
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HRID 1945434 반응식
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].NC1C=[C:19](C=CN=1)[C:20](N)=[O:21].CC[N:28]([CH:32]([CH3:34])C)[CH:29]([CH3:31])C.C1C[N:38]([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CN([CH:71]=[O:72])C>>[CH3:71][O:72][C:20](=[O:21])[C:19]1[CH:31]=[CH:29][N:28]=[C:32]([NH:38][C:11](=[O:13])[CH2:10][O:9][C:8]2[CH:7]=[CH:6][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:15][CH:14]=2)[CH:34]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6228DimethylformamideHCID 157182-(4-Tert-butylphenoxy)acetic acidHCID 81531DiisopropylethylamineHCID 3516532-AminoisonicotinamideHCID 2724699PyBOP

생성물 1

HCID 248120972-[2-(4-Tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester수율 50.3%

실험 절차

A solution of (4-tert-butyl-phenoxy)acetic acid (200.1 mg, 0.96 mmol), 2-amino-isonicotinamide (109.5 mg, 0.72 mmol), DIPEA (0.17 ml, 0.96 mmol) and PyBOP (499.5 mg, 0.96 mmol) in DMF 6.0 mL was stirred, then partitioned between ethyl acetate and water. The organic phase was purified by preparative TLC(Hexane:EtoAC:MeOH=15:3:1) to give 2-[2-(4-tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a white solid (124.0 mg, 50.3% yield).

후처리

  1. custompartitioned between ethyl acetate and water
  2. customThe organic phase was purified by preparative TLC(Hexane:EtoAC:MeOH=15:3:1)

출처 및 근거

ORD 기록
ord-36b99e1d20c54840a42e6cbee3b2a6b5
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08394799B2

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