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 991459노트

반응식

HRID 991459 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f4d8eff4f5b49e385c256de1b9611da
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465478B1

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