Triethylamine → HCID 131725933, compound

HRID 2213707Notes

Reaction equation

HRID 2213707 reaction equation
[F:1][C:2]([F:8])([F:7])[CH2:3][CH2:4][CH2:5]N.C([N:11](CC)CC)C.[Cl:16][C:17]1[C:22]([C:23]2[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:30])=[C:21](Cl)[N:20]2[N:32]=[CH:33][N:34]=[C:19]2[N:18]=1>ClCCl>[Cl:16][C:17]1[C:22]([C:23]2[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:30])=[C:21]([CH2:5][CH2:4][CH2:3][C:2]([F:8])([F:7])[F:1])[N:20]2[N:32]=[C:33]([NH2:11])[N:34]=[C:19]2[N:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1366454,4,4-TrifluorobutylamineHCID 11001647HCID 11001647, compound

Product 1

HCID 131725933HCID 131725933, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
22.5 °C

Procedure

A solution of 1.5 mmol 1,1,1-trifluorobutane-4-amine, 1.5 mmol triethylamine in 10 ml dichloromethane is added to a solution of 1.5 mmol 5,7-dichloro-6-(2-chloro-6-fluorophenyl)-[l,2,4]-triazolo[1,5-α]pyrimidine [cf. EP-A 550 113] in 20 ml dichloromethane. The combined solution was stirred for about 16 hours at 20 to 25° C. and subsequently washed with diluted (5%) hydrochloric acid. The organic phase was separated, dried and filtered. Distillative removal of the solvent from the filtrate and chromatography over silica gel yielded 0.45 g of the title compound of mp. 115° C.

Workup

  1. washsubsequently washed
  2. additionwith diluted (5%) hydrochloric acid
  3. customThe organic phase was separated
  4. customdried
  5. filtrationfiltered
  6. customDistillative removal of the solvent from the filtrate and chromatography over silica gel

Sources & evidence

ORD record
ord-c22c748f82a8427bba1f54d8a6ce4bd1
Source dataset
uspto-grants-2006_09
Patent number
US07105664B2

Reaction notes

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