HCID 57786706, compound → HCID 57786732, compound

HRID 1969105Notes

Reaction equation

HRID 1969105 reaction equation
C(OC(=O)[NH:7][C:8]1[C:9]2[N:10]([CH:15]=[CH:16][N:17]=2)[N:11]=[C:12]([Cl:14])[CH:13]=1)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[Cl:14][C:12]1[CH:13]=[C:8]([NH2:7])[C:9]2[N:10]([CH:15]=[CH:16][N:17]=2)[N:11]=1

Participants

4

Reactant 1

HCID 57786706HCID 57786706, compound

Product 1

HCID 57786732HCID 57786732, compoundYield 110.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (6-chloro-imidazo[1,2-b]pyridazin-8-yl)-carbamic acid tert-butyl ester (1.59 g, 5.91 mmol) in 30 mL of dichloromethane and 15 mL of trifluoroacetic acid was stirred for 5 h then concentrated to a yellow oil, which was treated (slowly) with 50 mL of a saturated aq. NaHCO3 solution. Undissolved solid was isolated by Buchner filtration, rinsing well with water and dried by sucking air through then in vacuo to afford 1.10 g (102% crude) of 6-chloro-imidazo[1,2-b]pyridazin-8-ylamine as a yellow solid that was used without further purification.

Workup

  1. concentrationthen concentrated to a yellow oil, which
  2. additionwas treated (slowly) with 50 mL of a saturated aq. NaHCO3 solution
  3. customwas isolated by Buchner filtration
  4. washrinsing well with water
  5. customdried

Sources & evidence

ORD record
ord-e854c3c08dda402786311a4808e1ea0e
Source dataset
uspto-grants-2013_04
Patent number
US08426441B2

Reaction notes

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