Diisopropylethylamine → HCID 86696437, compound

HRID 870731Notes

Reaction equation

HRID 870731 reaction equation
[Br:1][C:2]1[N:6]2[N:7]=[C:8](F)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.Cl.[F:13][C:14]([F:20])([F:19])[CH2:15][CH2:16][CH2:17][NH2:18].CCN(C(C)C)C(C)C>CC(O)C>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:18][CH2:17][CH2:16][CH2:15][C:14]([F:20])([F:19])[F:13])[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1874081-Butanamine, 4,4,4-trifluoro-, hydrochloride (1:1)HCID 866963183-Bromo-6-fluoroimidazo[1,2-b]pyridazine

Product 1

HCID 86696437HCID 86696437, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A stirred solution of 3-bromo-6-fluoro-imidazo[1,2-b]pyridazine (1.7 g, 7.6 mmol), 4,4,4-trifluoro-butylamine hydrochloride [84153-82-2] (1.3 g, 7.6 mmol), and Hunig's base [7087-68-5] (4.0 mL, 23.0 mmol) in 2-propanol (40 mL) was heated to 65° C., under N2 blanket for 3d, cooled, and partitioned between brine (pH adjusted to 10 with 3N aqueous sodium hydroxide) and ethyl acetate. The phase separated extract was dried (MgSO4) and evaporated to provide 2.3 g of yellow solid. LRMS (ESI) m/z 323.1/325.1 [(M+H)]+, calc'd for C10H10BrF3N4: 323.12.

Workup

  1. temperaturecooled
  2. custompartitioned between brine (
  3. customThe phase separated
  4. extractionextract
  5. dry with materialwas dried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-d1e2cd4e3a5b41cfb53017698e291cc7
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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