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

HRID 21337ノート

反応式

HRID 21337 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-8a38407f29b347a89b472a59068b3c64
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

反応ノート

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