Acetyl chloride → Hydrochloric Acid

HRID 870739Notes

Reaction equation

HRID 870739 reaction equation
[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:11][CH2:12][C@@H:13]3[CH2:17][CH2:16][CH2:15][N:14]3C(OC(C)(C)C)=O)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.C([Cl:28])(=O)C>CO>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:11][CH2:12][C@@H:13]3[CH2:17][CH2:16][CH2:15][NH:14]3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[ClH:28]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 86696435HCID 86696435, compound

Product 2

HCID 313Hydrochloric AcidYield 100%HCID 86696447HCID 86696447, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-tert-butyl 2-(((3-bromoimidazo[1,2-b]pyridazin-6-yl)amino)methyl)pyrrolidine-1-carboxylate (13.4 g, 33.8 mmol) in MeOH (100 mL) was cooled to 0° C. and added acetyl chloride (24 mL, 338 mL) dropwise. The reaction was warmed to rt and stirred for overnight, and concentrated to give (S)-3-bromo-N-(pyrrolidin-2-ylmethyl)imidazo[1,2-b]pyridazin-6-amine as HCl salt (11 g, 100% yield). LRMS (ESI) m/e 298.0 [(M+H)+, calcd for C11H15BrN5 298.2].

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-8168b0a018ef48898069c0e839c0baf2
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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