1,2-Dichloroethane → tert-Butyl {2-[(3-amino-3-oxopropyl)amino]-2-oxo-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

HRID 574148

반응식

HRID 574148 반응식
C(Cl)CCl.[C:5]([O:9][C:10]([NH:12][CH:13]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)[C:14]([OH:16])=O)=[O:11])([CH3:8])([CH3:7])[CH3:6].C1C=CC2N(O)N=NC=2C=1.Cl.[NH2:38][CH2:39][CH2:40][C:41]([NH2:43])=[O:42].CCN(C(C)C)C(C)C>CN(C=O)C.C(OCC)(=O)C>[C:5]([O:9][C:10](=[O:11])[NH:12][CH:13]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:25])([F:26])[F:24])[CH:18]=1)[C:14]([NH:38][CH2:39][CH2:40][C:41]([NH2:43])=[O:42])=[O:16])([CH3:7])([CH3:6])[CH3:8]

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 222222883-Aminopropanamide hydrochlorideHCID 223091762-{[(Tert-butoxy)carbonyl]amino}-2-[3-(trifluoromethyl)phenyl]acetic acid

생성물 1

HCID 66807284tert-Butyl {2-[(3-amino-3-oxopropyl)amino]-2-oxo-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

360 mg (1.88 mmol) of EDC were added to a mixture of 400 mg (1.25 mmol) of [(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetic acid and 254 mg (1.88 mmol) of HOBt in 12 ml of DMF, and the mixture was stirred at RT for 30 min 234 mg (1.88 mmol) of beta-alaninamide hydrochloride and 436 μl (2.50 mmol) of N,N′-diisopropylethylamine were added, and the mixture was stirred for another 1 h. The mixture was diluted with ethyl acetate and washed four times with water. The organic phase was dried over sodium sulphate and freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 446 mg (91% of theory) of the title compound.

후처리

  1. additionwere added
  2. washwashed four times with water
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. customfreed from the solvent on a rotary evaporator
  5. customThe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-addb4ea1bd8d42d995dddce0d070b55e
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034855B2

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