Tributylphosphine → HCID 58398388、化合物

HRID 1879413ノート

反応式

HRID 1879413 の反応式
[F:1][C@@H:2]([CH3:24])[CH2:3][N:4]([C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][C:22]=1[OH:23])[CH2:19][CH2:18][CH2:17]2)[S:5]([C:8]1[S:9][CH:10]=[C:11]([CH3:13])[N:12]=1)(=[O:7])=[O:6].C(P(CCCC)CCCC)CCC.O[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([C:46]([O:48][CH2:49][CH3:50])=[O:47])=[N:44][CH:45]=1.N(/C(N1CCCCC1)=O)=N\C(N1CCCCC1)=O>C1COCC1>[F:1][C@@H:2]([CH3:24])[CH2:3][N:4]([S:5]([C:8]1[S:9][CH:10]=[C:11]([CH3:13])[N:12]=1)(=[O:7])=[O:6])[C:14]1[CH:15]=[C:16]2[C:20]([CH2:19][CH2:18][CH2:17]2)=[CH:21][C:22]=1[O:23][CH2:39][C:40]1[CH:41]=[CH:42][C:43]([C:46]([O:48][CH2:49][CH3:50])=[O:47])=[N:44][CH:45]=1

参加物

6

反応物 4

HCID 13831TributylphosphineHCID 5702657diazenedicarboxylic acid bis(N,N-piperidide)HCID 13518564Ethyl 5-(hydroxymethyl)pyridine-2-carboxylateHCID 58398469N-[(2S)-2-fluoropropyl]-N-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-4-methyl-1,3-thiazole-2-sulfonamide

生成物 1

HCID 58398388HCID 58398388、化合物収率 60.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

133 mg of N-[(2S)-2-fluoropropyl]-N-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-4-methyl-1,3-thiazole-2-sulfonamide, 94.4 mg of tributylphosphine, and 71.5 mg of ethyl 5-(hydroxymethyl)pyridine-2-carboxylate were dissolved in 1.33 mL of THF, and 118 mg of 1,1′-[(E)-diazene-1,2-diyldicarbonyl]dipiperidine was added thereto, followed by stirring overnight at room temperature. After the insoluble materials were removed by filtration, the solvent was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20) to obtain 116 mg of ethyl 5-{[(6-{[(2S)-2-fluoropropyl][(4-methyl-1,3-thiazol-2-yl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}pyridine-2-carboxylate.

後処理

  1. customAfter the insoluble materials were removed by filtration
  2. concentrationthe solvent was concentrated under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20)

出典と根拠

ORDレコード
ord-4b90824504ac4b23bb65fa8237d162ed
出典データセット
uspto-grants-2012_11
特許番号
US08314240B2

反応ノート

読み込み中…