Tert-Butylamine → 5-tert-BUTYLAMINO-6-CHLORO-2-(TRIFLUOROMETHYL)-1H-IMIDAZO [4,5-b] PYRIDINE

HRID 437402Notes

Reaction equation

HRID 437402 reaction equation
CO[N:3]1[C:11]2[C:6](=[N:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[N:5]=[C:4]1[C:13]([F:16])([F:15])[F:14].[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>C(OCC)C>[C:17]([NH:21][C:8]1[N:7]=[C:6]2[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[NH:3][C:11]2=[CH:10][C:9]=1[Cl:12])([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 203599161-METHOXY-6-CHLORO-2-(TRIFLUOROMETHYL)-1H-IMIDAZO(4,5-b)PYRIDINE

Product 1

HCID 545696055-tert-BUTYLAMINO-6-CHLORO-2-(TRIFLUOROMETHYL)-1H-IMIDAZO [4,5-b] PYRIDINE

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-Methoxy-6-chloro-2-(trifluoromethyl)-1H-imidazo [4,5-b] pyridine (2.0 grams) was mixed with tert-butylamine (5 milliliters) in 10 milliliters of diethyl ether. The reaction mixture was permitted to stand for eight days; then solvent was evaporated and the residue taken up in 8 milliliters of chloroform, permitted to stand for two hours, and filtered to separate the desired 5-tert-butylamino-6-chloro-2-(trifluoromethyl)-1H-imidazo [4,5-b] -pyridine, m.p., 252° -4° C.

Workup

  1. customthen solvent was evaporated
  2. waitto stand for two hours
  3. filtrationfiltered
  4. customto separate the desired 5-tert-butylamino-6-chloro-2-(trifluoromethyl)-1H-imidazo [4,5-b] -pyridine
  5. customm.p., 252° -4° C.

Sources & evidence

ORD record
ord-d2b312525b134a33859e13963401050d
Source dataset
uspto-grants-1977_06
Patent number
US04031107

Reaction notes

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