3-Aminopropionitrile → Methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate

HRID 1171496노트

반응식

HRID 1171496 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:13]=1)[C:8]([OH:10])=O)([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:42][CH2:43][CH2:44][C:45]#[N:46].CCN(C(C)C)C(C)C>CN(C=O)C.CCOC(C)=O.O>[C:1]([C:5]1[CH:13]=[C:12]([CH:11]=[C:7]([C:8](=[O:10])[NH:46][CH2:45][CH2:44][C:43]#[N:42])[CH:6]=1)[C:14]([O:16][CH3:17])=[O:15])([CH3:2])([CH3:3])[CH3:4]

참가 물질

8

반응물 4

HCID 16473-AminopropionitrileHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 121446585-tert-Butyl-isophthalic acid monomethyl ester

생성물 1

HCID 21075155Methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-tert-butyl-5-(methoxycarbonyl)benzoic acid (700 mg) in DMF (15 mL) at rt was added HATU (1.2 eq), 3-aminopropanenitrile (1.2 eq), and iPr2NEt (1.2 eq). The mixture was stirred at rt for 16 h before water and EtOAc were added. The organic layer was separated and re-washed twice before it was collected, dried over Na2SO4, and concentrated to provide methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate as a glassy solid (520 mg). MS found: (M+H)+=289.

후처리

  1. additionwere added
  2. customThe organic layer was separated
  3. washre-washed twice before it
  4. customwas collected
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5f73effdf8d4497e9da4e960e05a0dd5
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07829571B2

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