1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-bromo-N-(1-methyl-1-phenylethyl)nicotinamide

HRID 21337노트

반응식

HRID 21337 반응식
[Br:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.CCN=C=NCCCN(C)C.C1C=C2N=NN(O)C2=CC=1.O.[C:33]([NH2:42])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([CH3:35])[CH3:34]>CN(C=O)C>[Br:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:42][C:33]([CH3:35])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH3:34])=[O:6]

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 68509CumylamineHCID 2332622-Bromopyridine-3-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 866283362-bromo-N-(1-methyl-1-phenylethyl)nicotinamide수율 76%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In a similar manner to Step 1 of Example 137, 2-bromonicotinic acid (2.42 g, 12.0 mmol) was dissolved in DMF (48 mL), and the solution was treated with EDCI (3.45 g, 18.0 mmol), HOBT monohydrate (917 mg, 5.99 mmol) and cumylamine (3.40 mL, 24.0 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/1 to 98/2) to obtain 2-bromo-N-(1-methyl-1-phenylethyl)nicotinamide (2.91 g, yield 76%).

후처리

  1. customfollowed by purification by flash column chromatography (chloroform/methanol=100/1 to 98/2)

출처 및 근거

ORD 기록
ord-8a38407f29b347a89b472a59068b3c64
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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