Hydrochloric Acid → 4-(2-Amino-3,3-dimethylbutanoyl)benzonitrile hydrochloride

HRID 535778노트

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HRID 535778 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:23])[CH:10]([NH:15]C(=O)OC(C)(C)C)[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:5][CH:4]=1)#[N:2].[ClH:24]>CO>[ClH:24].[NH2:15][CH:10]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:9]([C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)=[O:23]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68404944tert-Butyl 1-(4-cyanophenyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

생성물 1

HCID 682779744-(2-Amino-3,3-dimethylbutanoyl)benzonitrile hydrochloride수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

tert-Butyl 1-(4-chlorophenyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate (Example 2a, 2.30 g, 7.06 mmol) and Zn(CN)2 (0.87 g, 7.4 mmol) were dissolved in DMF (20 mL) under N2 (g). Pd(PPh3)4 (0.86 g, 0.74 mmol) was added and the mixture was heated at 130° C. overnight. The mixture was cooled to rt, diluted with water and extracted with EtOAc. The organic phase was washed with brine, dried over Na2SO4 and evaporated. The product was purified on a silica column (EtOAc:hexane 1:10) to give tert-butyl 1-(4-cyanophenyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate (961 mg, 43%). tert-Butyl 1-(4-cyanophenyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate (961 mg, 3.04 mmol) was dissolved in 1.25 M HCl in MeOH at 0° C. and the mixture was stirred at rt for 8 h. The solvent was removed and the residue dried in vacuo to give 4-(2-amino-3,3-dimethyl-butanoyl)-benzonitrile hydrochloride (110 mg, 93%).

후처리

  1. customThe solvent was removed
  2. customthe residue dried in vacuo

출처 및 근거

ORD 기록
ord-a26bf46d8f2f4061a417f85c87858b11
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859556B2

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