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HRID1677946

反应详情

EQUATION

反应方程式

HRID 1677946 的结构方程式

REACTANTS

反应物

4
结构：CCCCO
HCID263

1-Butanol

C4H10O

结构：CCN(CC)CC
HCID8471

Triethylamine

C6H15N

结构：CO[C@H]1Cc2ccccc2[C@H]1N
HCID28109796

未命名化合物

结构：CC(C)(C)[Si](C)(C)OC[C@@H]1C[C@@H](Oc2cc(Cl)ncn2)C[C@@H]1O[Si](C)(C)C(C)(C)C
HCID59671251

未命名化合物

PRODUCTS

生成物

1
结构：CO[C@H]1Cc2ccccc2[C@H]1Nc1cc(O[C@@H]2C[C@@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2)ncn1
HCID66797901

6-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentyl]oxy}-N-[(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]pyrimidin-4-amine

C32H53N3O4Si2

收率 79%

PROCEDURE

实验过程

A mixture of 4-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentyl]oxy}-6-chloropyrimidine (260.0 mg, 0.0005494 mol), (1R,2S)-2-methoxyindan-1-amine (0.359 g, 0.00220 mol) and triethylamine (115 μL, 0.000824 mol) in 1-butanol (0.97 mL, 0.011 mol) was subjected to microwave irradiation (300 watts, 200° C.) for 30 minutes. The resulting dark brown mixture was filtered and concentrated. The residue was purified by flash chromatography (0 to 15% EtOAc/hexanes) to give 0.26 g (79%) of the title compound. LC/MS: Rt=3.42 min, ES+ 600 (AA standard).

WORKUP

后处理

  1. customwas subjected to microwave irradiation (300 watts, 200° C.) for 30 minutes
  2. filtrationThe resulting dark brown mixture was filtered
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography (0 to 15% EtOAc/hexanes)