(R)-Methyl 4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)benzoate → (R)-4-((3-(Dimethylamino)pyrrolidin-1-yl)methyl)benzoic acid
Reaction equation
[CH3:1][N:2]([CH3:19])[C@@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=2)[CH2:4]1>Cl>[CH3:1][N:2]([CH3:19])[C@@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[CH2:4]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -78 °C
Procedure
Compound 6 (0.55 g, 2.1 mmol) was heated to 110° C. in 2N aqueous hydrochloric acid (7 mL) for 18 h then cooled to −78° C. and lyophilized to give compound 7 as a grey solid (0.65 g, 97% yield). LRMS: 248.2 (calc), 249.0 (obs).
Sources & evidence
- ORD record
- ord-bf332639587849eebc950eb7b01f5929
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08598168B2
Reaction notes
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