2-Fluoroethanol → HCID 58019811, compound

HRID 1099106Notes

Reaction equation

HRID 1099106 reaction equation
CC(C)([O-])C.[K+].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]=[C:13]([NH2:23])[N:14]=[C:15](N3C=NC=N3)[C:16]=2[N:17]=1.[F:24][CH2:25][CH2:26][OH:27]>C(Cl)Cl>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]=[C:13]([NH2:23])[N:14]=[C:15]([O:27][CH2:26][CH2:25][F:24])[C:16]=2[N:17]=1

Participants

5

Reactant 3

HCID 97372-FluoroethanolHCID 23665647Potassium tert-butoxideHCID 576983146-Chloro-4-(1H-1,2,4-triazol-1-yl)pyrido[3,2-d]pyrimidin-2-amine

Product 1

HCID 58019811HCID 58019811, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Potassium tert-butoxide (2.8 mL; 1M in THF) was added to a suspension of 6-chloro-4-[1,2,4]triazol-1-yl-pyrido[3,2-d]pyrimidin-2-ylamine (0.7 g) and 2-fluoroethanol (0.83 mL) in DCM (100 mL). After stirring at room temperature for 10 minutes, the mixture was diluted with DCM (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated to afford 6-chloro-4-(2-fluoro-ethoxy)-pyrido[3,2-d]pyrimidin-2-ylamine as a yellow solid (0.3 g, yield: 44%) was characterized by its mass spectrum as follows: MS (m/z) 243.1 [M+H]+.

Workup

  1. washwashed with brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ab240405354d4b41b3b09d9dcbd22a83
Source dataset
uspto-grants-2012_03
Patent number
US08143394B2

Reaction notes

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