Methylamine → HCID 89498985, compound

HRID 1848158Notes

Reaction equation

HRID 1848158 reaction equation
[CH3:1][S:2][C:3]1[S:4][C:5]2[CH:11]=[C:10]([CH2:12][C:13]3[N:17]4[N:18]=[C:19]([C:22]([O:24]CC)=O)[CH:20]=[CH:21][C:16]4=[N:15][CH:14]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[NH2:27][CH3:28]>C1COCC1>[CH3:28][NH:27][C:22]([C:19]1[CH:20]=[CH:21][C:16]2[N:17]([C:13]([CH2:12][C:10]3[CH:9]=[CH:8][C:6]4[N:7]=[C:3]([S:2][CH3:1])[S:4][C:5]=4[CH:11]=3)=[CH:14][N:15]=2)[N:18]=1)=[O:24]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 89498889HCID 89498889, compound

Product 1

HCID 89498985HCID 89498985, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 3-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)imidazo[1,2-b]pyridazine-6-carboxylate (115 mg, 0.3 mmol) was heated with 2 mL of 2.0 M NH2Me in THF at 85° C. in a sealed tube for 1 h, at 100° C. for 1 h, then at 110° C. overnight. LCMS analysis showed that the reaction was complete. Solvent was evaporated under reduced pressure, and the residue was dried in a vacuum oven to give N-methyl-3-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)imidazo[1,2-b]pyridazine-6-carboxamide, which was used directly for the next step. LCMS (ESI) m/z 370 (M+H)+.

Workup

  1. customat 110° C.
  2. customovernight
  3. customSolvent was evaporated under reduced pressure
  4. customthe residue was dried in a vacuum oven

Sources & evidence

ORD record
ord-cee259c6963d46f39fe300db7f3ebb73
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

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