Tetrahydrofuran → HCID 14518099, compound

HRID 1685181Notes

Reaction equation

HRID 1685181 reaction equation
ClC1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[NH:9][CH3:10].Cl[C:12]([Cl:22])(OC(=O)OC(Cl)(Cl)Cl)Cl.C1C[O:26][CH2:25]C1>>[Cl:22][C:12]1[N:7]=[CH:6][N:5]=[C:4]2[C:3]=1[N:9]([CH3:10])[C:25](=[O:26])[NH:8]2

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 94429TriphosgeneHCID 86641607HCID 86641607, compound

Product 1

HCID 14518099HCID 14518099, compoundYield 42%

Conditions

Temperature
0 °C

Procedure

Add 6-chloro-N5-methyl-pyrimidine-4,5-diamine (0.41 g, 0.0025 mol) to THF (12.3 mL). Cool to 0° C., add TEA (0.51 g; 0.005 mol), triphosgene (0.92 g; 0.0031 mol) and stir at RT for 1 h. Quench with water and extract with EA. Evaporate the organic layer to give the title compound (0.2 g; 42%).

Workup

  1. customQuench with water
  2. extractionextract with EA
  3. customEvaporate the organic layer

Sources & evidence

ORD record
ord-049592ae6d0d46088b0eb8f4e8e83444
Source dataset
uspto-grants-2012_04
Patent number
US08148387B2

Reaction notes

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