Trifluoroacetic acid → HCID 89720313, compound
Reaction equation
[CH3:1][O:2][C:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([N:6]3C(OC(C)(C)C)=O)[CH2:4]1)[CH2:10]2.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]12[CH2:4][CH:5]3[CH2:11][CH:9]([CH2:8][CH:7]([NH:6]3)[CH2:12]1)[CH2:10]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a 50 mL RB flask fitted with magnetic stirrer was charged tert-butyl 5-methoxy-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-17 (0.1 g, 0.037 mmol) in DCM (5 mL). Then reaction mixture was cooled to 0° C. and trifluoroacetic acid (0.22 g, 1.8 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-18 (0.09 g, yield=95%) as an oily mass.
Workup
- customTo a 50 mL RB flask fitted with magnetic stirrer
- customThen reaction mixture
- customAfter completion of the reaction (reaction was monitored by LCMS) reaction mixture
- concentrationwas concentrated
- additionfollowed by trituration with mixture of hexane:ether (1:1)
- customto give Intermediate-18 (0.09 g, yield=95%) as an oily mass
Sources & evidence
- ORD record
- ord-546e7b81baf340cabbf0de398f19ba62
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09303016B2
Reaction notes
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