3,4-Dihydro-8-fluoro-2H-1,4-benzoxazine-2-carboxamide → Dihydro-8-methyl-2H-1,4-benzoxazine-2-carboxamide

Reaction equation

F[C:2]1[C:11]2[O:10][CH:9]([C:12]([NH2:14])=[O:13])[CH2:8][NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:15]C1C2OCCNC=2C=CC=1.CCC([O-])=O>>[CH3:15][C:2]1[C:11]2[O:10][CH:9]([C:12]([NH2:14])=[O:13])[CH2:8][NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 674804863,4-Dihydro-8-fluoro-2H-1,4-benzoxazine-2-carboxamide

HCID 866648013,4-dihydro-8-methyl-2H-1,4-benzoxazine 2-ethyl carboxylate

Product 1

HCID 67497427Dihydro-8-methyl-2H-1,4-benzoxazine-2-carboxamide

Procedure

This compound is obtained using the same experimental conditions as those used for the synthesis of intermediate (4b) but replacing 3,4-dihydro-8-fluoro-2H-1,4-benzoxazine-2-ethyl carboxylate (5b) with 3,4-dihydro-8-methyl-2H-1,4-benzoxazine-2-ethyl carboxylate (5c), [220120-58-1]. The title compound of formula (4c) is obtained.

Workup

customThis compound is obtained

Sources & evidence

ORD record: ord-e0865f657e7f48bc87856689f92ea58b
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08669250B2

Reaction notes

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