(3S)-oxolan-3-amine hydrochloride → HCID 66643903, compound

HRID 1958072Notes

Reaction equation

HRID 1958072 reaction equation
CO[C:3]([C:5]1[N:6]=[N:7][C:8]([O:11][CH2:12][C:13]2[C:14]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:15][O:16][C:17]=2[CH3:18])=[CH:9][CH:10]=1)=[O:4].Cl.[O:24]1[CH2:28][CH2:27][C@H:26]([NH2:29])[CH2:25]1>>[O:24]1[CH2:28][CH2:27][C@H:26]([NH:29][C:3]([C:5]2[N:6]=[N:7][C:8]([O:11][CH2:12][C:13]3[C:14]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:15][O:16][C:17]=3[CH3:18])=[CH:9][CH:10]=2)=[O:4])[CH2:25]1

Participants

3

Reactant 2

HCID 18664284(3S)-oxolan-3-amine hydrochlorideHCID 666438716-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid methyl ester

Product 1

HCID 66643903HCID 66643903, compoundYield 77%

Procedure

As described for example 1e, 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid methyl ester (110 mg, 0.36 mmol) was converted, using (S)-tetrahydrofuran-3-amine hydrochloride instead of isopropylamine, to the title compound (100 mg, 77%) which was obtained as a colourless oil after purification by chromatography (silica, 0 to 3.5% methanol in dichloromethane). MS: m/e=361.0 [M+H]+.

Sources & evidence

ORD record
ord-937cdaff987b49129f978a3f9d383971
Source dataset
uspto-grants-2013_04
Patent number
US08410104B2

Reaction notes

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