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

HRID 574148

反応式

HRID 574148 の反応式
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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-addb4ea1bd8d42d995dddce0d070b55e
出典データセット
uspto-grants-2015_05
特許番号
US09034855B2

関連ノート

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