2-methoxy-5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine → HCID 178430479, compound
Reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:12]([CH3:13])[CH2:11][N:10](C(=O)C(F)(F)F)[CH2:9][CH2:8][C:7]=2[N:20]=1>Br>[CH3:13][CH:12]1[CH2:11][NH:10][CH2:9][CH2:8][C:7]2[N:20]=[C:3]([OH:2])[CH:4]=[CH:5][C:6]1=2Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Methoxy-5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine (1.99 g, 6.90 mmol) in 48% aq. HBr (15 ml) was heated at reflux for 18 h. Evaporation of aq. HBr rendered 1.78 g (99%) of hydrobromide salt of 5-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepin-2-ol. 1H-NMR (D2O) δ 7.78 (d, 1H), 6.66 (d, 1H), 3.55-3.10 (m, 7H), 1.36 (d, 3H) ppm.
Workup
- temperatureat reflux for 18 h
- customEvaporation of aq. HBr
Sources & evidence
- ORD record
- ord-9cdbb7254c19483a807d320f11bd2800
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07897595B2
Reaction notes
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