Trifluoroacetic acid → HCID 178484105, compound
Reaction equation
[CH3:1][N:2]([CH3:17])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9]C(=O)OC(C)(C)C)[CH2:5][CH2:4]1.C(O)(C(F)(F)F)=O>>[CH3:1][N:2]([CH3:17])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH2:9])[CH2:5][CH2:4]1Participants
3
Conditions
- Temperature
- 75 °C
Procedure
To a solution of tert-butyl trans-4-(dimethylamino)cyclohexylcarbamate (805 mg, 3.33 mmol) was added TFA (5 mL) and the reaction mixture was heated at 75° C. for 18 h. The reaction mixture was concentrated and the residue was eluted through an ion-exchange column (using methanol and 7 N methanol in ammonia) to obtain the desired product as the free base (400 mg, 85%) as an orange oil: ESI MS m/z 143 [C8H18N2+H]+.
Workup
- concentrationThe reaction mixture was concentrated
- washthe residue was eluted through an ion-exchange column (using methanol and 7 N methanol in ammonia)
Sources & evidence
- ORD record
- ord-2d22699908da4c2b91d0b5138ed955af
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09120749B2
Reaction notes
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