Hydrochloric Acid → HCID 86639817, compound

HRID 1925100Notes

Reaction equation

HRID 1925100 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11]C(=O)OC(C)(C)C)[N:10]=2)[N:7]=1.CCOCC.[ClH:24]>O1CCOCC1>[ClH:24].[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH2:11])[N:10]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 46941915Tert-butyl (6-iodoimidazo[1,2-b]pyridazin-2-yl)carbamate

Product 1

HCID 86639817HCID 86639817, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Compound 3B was synthesized according to a procedure analogous to that described in International Patent Publication No. WO 2008/06192 (Takeda Pharmaceutical Company Limited), which is incorporated by reference herein in its entirety. Specifically, tert-butyl 6-iodoimidazo[1,2-b]pyridazin-2-ylcarbamate (3A, 5.9 g, 16.38 mmol) was dissolved in 4N HCl in dioxane (60 mL) and stirred at ambient temperature for 4 hours. Ether (140 mL) was added to the reaction and a brown precipitate formed. The precipitate was filtered and washed with ether to give 6-iodoimidazo[1,2-b]pyridazin-2-amine hydrochloride in quantitative yield. This material was used without purification. ESI-MS:m/z 261.0 (M+H)+.

Workup

  1. customCompound 3B was synthesized
  2. customa brown precipitate formed
  3. filtrationThe precipitate was filtered
  4. washwashed with ether

Sources & evidence

ORD record
ord-11c5d8c03e0a4c04833f6c90114ea35c
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

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