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HRID600326

反应详情

EQUATION

反应方程式

HRID 600326 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：Cn1c(=O)oc2ccc(Br)cc21
HCID337469

5-bromo-3-methyl-3H-benzooxazol-2-one

C8H6BrNO2

结构：CC(C)(C)OC(=O)N1CCCC[C@H]1C(=O)N[C@@H](Cc1ccc(B2OC(C)(C)C(C)(C)O2)cc1)C(N)=O
HCID57999680

未命名化合物

PRODUCTS

生成物

1
结构：Cn1c(=O)oc2ccc(-c3ccc(C[C@H](NC(=O)[C@@H]4CCCCN4C(=O)OC(C)(C)C)C(N)=O)cc3)cc21
HCID57999664

未命名化合物

收率 95.1%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：O
溶剂HCID962

Water

H2O

结构：CC#N
溶剂HCID6342

Acetonitrile

C2H3N

CONDITIONS

反应条件

温度
75 °C

PROCEDURE

实验过程

A mixture of (S)-tert-butyl 2-((S)-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)piperidine-1-carboxylate (113 mg), 5-bromo-3-methylbenzo[d]oxazol-2(3H)-one (51.4 mg), [1,1′-bis[bis(1,1-dimethylethyl)phosphino-κP]ferrocene]dichloro palladium (7.34 mg) and potassium carbonate (93 mg) in acetonitrile (0.7 mL) and water (0.35 mL) was stirred at 75° C. for 2 h. The solvent was removed in vacuo and the residue was purified by flash silica chromatography eluting with 1:1 isohexane/acetone to give the subtitle compound (112 mg).

WORKUP

后处理

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by flash silica chromatography
  3. washeluting with 1:1 isohexane/acetone