1-(4-Oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)cycloheptane-carbonitrile → 1-Phenyl-8-(1-phenylcycloheptyl)-1,3,8-triazaspiro[4.5]decan-4-one

HRID 991459ノート

反応式

HRID 991459 の反応式
[O:1]=[C:2]1[C:6]2([CH2:11][CH2:10][N:9]([C:12]3([C:19]#N)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[CH2:8][CH2:7]2)[N:5](C2C=CC=CC=2)[CH2:4][NH:3]1.[C:27]1([Mg]Br)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C1COCC1>[C:27]1([N:5]2[C:6]3([CH2:7][CH2:8][N:9]([C:12]4([C:19]5[CH:10]=[CH:11][CH:6]=[CH:7][CH:8]=5)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]4)[CH2:10][CH2:11]3)[C:2](=[O:1])[NH:3][CH2:4]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参加物

4

反応物 2

HCID 158711771-(4-Oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)cycloheptane-carbonitrileHCID 178418255HCID 178418255、化合物

生成物 1

HCID 98224551-Phenyl-8-(1-phenylcycloheptyl)-1,3,8-triazaspiro[4.5]decan-4-one収率 38.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 1-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)cycloheptane-carbonitrile (323 mg, 0.916 mmol) in THF (6 ml) was added phenylmagnesium bromide (3M solution in diethyl ether, 3.05 ml, 9.16 mmol) at room temperature. Then the reaction mixture was stirred at room temperature for 24 h. The reaction mixture was poured into ice water, then extracted with CH2Cl2. The extracts combined were dried (Na2SO4), filtered, and concentrated. The residue was purified by preparative TLC (CH2Cl2/MeOH:10/1 to give 70.5 mg (19.1%) of title compound.

後処理

  1. extractionextracted with CH2Cl2
  2. dry with materialThe extracts combined were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by preparative TLC (CH2Cl2/MeOH

出典と根拠

ORDレコード
ord-7f4d8eff4f5b49e385c256de1b9611da
出典データセット
uspto-grants-2002_10
特許番号
US06465478B1

反応ノート

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