Hydrochloric Acid → methyl 2-[(3-{1-[(cyclopropylmethyl)amino]-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl}-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl)oxy]ethanimidoate

HRID 601370Notes

Reaction equation

HRID 601370 reaction equation
Cl.[CH:2]1([CH2:5][NH:6][N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([OH:17])=[C:9]([C:18]3[NH:23][C:22]4[CH:24]=[CH:25][C:26]([O:28][CH2:29][C:30]#[N:31])=[CH:27][C:21]=4[S:20](=[O:33])(=[O:32])[N:19]=3)[C:8]2=[O:34])[CH2:4][CH2:3]1.[CH3:35][OH:36]>>[CH:2]1([CH2:5][NH:6][N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([OH:17])=[C:9]([C:18]3[NH:23][C:22]4[CH:24]=[CH:25][C:26]([O:28][CH2:29][C:30](=[NH:31])[O:36][CH3:35])=[CH:27][C:21]=4[S:20](=[O:33])(=[O:32])[N:19]=3)[C:8]2=[O:34])[CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 136358425[(3-{1-[(cyclopropylmethyl)amino]-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl}-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl)oxy]acetonitrile

Product 1

HCID 136358426methyl 2-[(3-{1-[(cyclopropylmethyl)amino]-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl}-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl)oxy]ethanimidoate

Procedure

Hydrogen chloride gas was bubbled into a solution of the product of Example 392A (50 mg, 0.11 mmol) in methanol (10 mL) at 0° C. until saturation. The reaction was stirred at room temperature for 3 hours. The solution was evaporated under reduced pressure to give title compound (quantitative yield).

Workup

  1. customThe solution was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9a8d457a5f594a3dad24a64fafd714ab
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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