2-Amino-6-methoxyphenol → Dihydro-8-methoxy-2H-1,4-benzoxazine-2-methanamine

Reaction equation

F[C:2]1[C:11]2[O:10][CH:9]([CH2:12][NH2:13])[CH2:8][NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.NC1C=CC=[C:17]([O:21]C)C=1O>>[CH3:17][O:21][C:2]1[C:11]2[O:10][CH:9]([CH2:12][NH2:13])[CH2:8][NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 129092342-Amino-6-methoxyphenol

HCID 67497870Dihydro-8-fluoro-2H-1,4-benzoxazine-2-methanamine

Product 1

HCID 67497431Dihydro-8-methoxy-2H-1,4-benzoxazine-2-methanamine

Procedure

This compound is obtained using the same reaction sequence and the same experimental conditions as those used for the synthesis of intermediate 2b but replacing 2-amino-6-fluorophenol with 2-amino-6-methoxyphenol. This gives the title compound of formula (2e).

Workup

customThis compound is obtained

Sources & evidence

ORD record: ord-366e1817aca14652bf59965ad2e85cde
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08669250B2

Reaction notes

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