1,2-二氯乙烷 → Ethyl 1-({[(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetyl}amino)cyclopropanecarboxylate

HRID 574147

反应方程式

HRID 574147 反应方程式
[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=1)[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:23][C:24]1([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:26][CH2:25]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=1)[C:10]([NH:23][C:24]1([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:26][CH2:25]1)=[O:11])=[O:7])([CH3:2])([CH3:3])[CH3:4]

参与物

7

反应物 4

HCID 111,2-二氯乙烷HCID 757711-羟基苯并三唑(HOBT)HCID 3862041-氨基环丙烷羧酸乙酯HCID 22309176N-叔丁氧羰基-2-(3-三氟甲基-苯基)-DL-甘氨酸

产物 1

HCID 66801809Ethyl 1-({[(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetyl}amino)cyclopropanecarboxylate

试剂、催化剂与溶剂 2

HCID 6228N,N-二甲基甲酰胺溶剂HCID 8857乙酸乙酯溶剂

实验过程

A mixture of 500 mg (1.57 mmol) of [(tert-butoxycarbonyl)amino][3-(trifluoromethyl)-phenyl]acetic acid, 243 mg (1.88 mmol) of ethyl 1-aminocyclopropanecarboxylate, 450 mg (2.35 mmol) of EDC and 317 mg (2.35 mmol) of HOBt in 10 ml of DMF was stirred at RT overnight. The reaction mixture was diluted with ethyl acetate and washed twice with 1N hydrochloric acid and once with a saturated aqueous sodium bicarbonate solution. The organic phase was dried over sodium sulphate and then freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 650 mg (96% of theory) of the title compound.

后处理

  1. washwashed twice with 1N hydrochloric acid and once with a saturated aqueous sodium bicarbonate solution
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. customfreed from the solvent on a rotary evaporator
  4. customThe residue was dried under high vacuum

来源与证据

ORD记录
ord-bdcae72e96dc4e69890096b6d291c9c9
来源数据集
uspto-grants-2015_05
专利号
US09034855B2

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