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2-Aminopropanol → 2'-Fluoro-5-(2-isopropyl-2H-pyrazol-3-yl)-4'-methyl-biphenyl-3-carboxylic acid (2-hydroxy-1-methyl-ethyl)-amide

HRID 2091821
ノート
印刷プレビュー

反応式

HRID 2091821 の反応式
CCN=C=NCCCN(C)C.[F:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[C:20]1[CH:25]=[C:24]([C:26]2[N:27]([CH:31]([CH3:33])[CH3:32])[N:28]=[CH:29][CH:30]=2)[CH:23]=[C:22]([C:34](O)=[O:35])[CH:21]=1.C1C=CC2N(O)N=NC=2C=1.CN1C(=O)CCC1.[NH2:54][CH:55]([CH3:58])[CH2:56][OH:57]>C(Cl)Cl>[OH:57][CH2:56][CH:55]([NH:54][C:34]([C:22]1[CH:21]=[C:20]([C:14]2[CH:15]=[CH:16][C:17]([CH3:19])=[CH:18][C:13]=2[F:12])[CH:25]=[C:24]([C:26]2[N:27]([CH:31]([CH3:33])[CH3:32])[N:28]=[CH:29][CH:30]=2)[CH:23]=1)=[O:35])[CH3:58]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 51262-AminopropanolHCID 13387N-methyl-2-pyrrolidoneHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 577705982'-fluoro-5-(2-isopropyl-2H-pyrazol-3-yl)-4'-methyl-biphenyl-3-carboxylic acid

生成物 1

HCID 57770677
2'-Fluoro-5-(2-isopropyl-2H-pyrazol-3-yl)-4'-methyl-biphenyl-3-carboxylic acid (2-hydroxy-1-methyl-ethyl)-amide
収率 59.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

EDCI (54.0 mg, 0.282 mmol) was added in one portion to a solution of 2′-fluoro-5-(2-isopropyl-2H-pyrazol-3-yl)-4′-methyl-biphenyl-3-carboxylic acid (77.4 mg, 0.229 mmol), HOBt (40.0 mg, 0.296 mmol) and NMP (101.5 mg, 1.000 mmol) in CH2Cl2 (5 mL) at 0° C. After the reaction stirred at the same temperature for 1 hour, 2-amino-propan-1-ol (54 mg, 0.72 mmol) was added. The mixture was allowed to warm to room temperature and was stirred overnight. Solvent was removed under reduced pressure and the residue was purified by column chromatography to afford 2′-Fluoro-5-(2-isopropyl-2H-pyrazol-3-yl)-4′-methyl-biphenyl-3-carboxylic acid (2-hydroxy-1-methyl-ethyl)-amide as white solid (54 mg, 46%). MS (N+H)=396.

後処理

  1. stirringwas stirred overnight
  2. customSolvent was removed under reduced pressure
  3. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-27681f779edc4f9982422cace4e042eb
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08440673B2

反応ノート

読み込み中…

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