Hydrochloric Acid → (S)-6-Chloro-4-(5-(2-methylpiperazin-1-yl)pyridin-2-ylamino)pyridazin-3(2H)-one

HRID 593003Notes

Reaction equation

HRID 593003 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[N:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][C@@H:25]3[CH3:37])=[CH:20][CH:19]=2)[C:5](=[O:16])[N:6](COCC[Si](C)(C)C)[N:7]=1.Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][C@@H:25]3[CH3:37])=[CH:22][N:23]=2)[C:5](=[O:16])[NH:6][N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86684484(S)-tert-Butyl 4-(6-(6-Chloro-3-oxo-2-((2-(trimethylsilyl)ethoxy)-methyl)-2,3-dihydropyridazin-4-ylamino)pyridin-3-yl)-3-methylpiperazine-1-carboxylate

Product 1

HCID 86684485(S)-6-Chloro-4-(5-(2-methylpiperazin-1-yl)pyridin-2-ylamino)pyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 50-mL round-bottomed flask was charged with 253b (551 mg, 1.0 mmol), concentrated HCl (2 mL), and methanol (10 mL). The mixture was stirred at room temperature overnight. It was then concentrated under reduced pressure to afford 253c, which was used directly in the next step without further purification. MS-ESI: [M+H]+ 321.1

Workup

  1. concentrationIt was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-36dd74ff83d24cac9fa577c5200e714c
Source dataset
uspto-grants-2016_01
Patent number
US09238655B2

Reaction notes

Loading…