Hydrochloric Acid → HCID 86665213, compound

HRID 334871Notes

Reaction equation

HRID 334871 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][C@@H:12]([C:14]2[C:19]([F:20])=[CH:18][CH:17]=[C:16]([F:21])[C:15]=2[F:22])[C@@H:11]([CH3:23])[N:10]([CH2:24][C:25]([F:28])([F:27])[F:26])[C:9]1=[O:29])(C)(C)C.[ClH:31]>CCOC(C)=O>[ClH:31].[NH2:7][C@H:8]1[CH2:13][C@@H:12]([C:14]2[C:19]([F:20])=[CH:18][CH:17]=[C:16]([F:21])[C:15]=2[F:22])[C@@H:11]([CH3:23])[N:10]([CH2:24][C:25]([F:28])([F:27])[F:26])[C:9]1=[O:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86665214HCID 86665214, compound

Product 1

HCID 86665213HCID 86665213, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of tert-butyl[(3S,5S,6R)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]carbamate (122 mg, 0.277 mmol) in EtOAc (10 mL) was saturated with HCl (g) and aged for 30 min. The resulting mixture was concentrated in vacuo to give the title compound. MS: m/z=341.1 (M+1); 1H NMR (500 MHz, CD3OD) δ 7.33 (qd, 1H, J=9.3, 4.9 Hz), 7.05 (tdd, 1H, J=9.8, 3.7, 2.2 Hz), 4.78 (dq, 1H, J=15.4, 9.3 Hz), 4.22 (dd, 1′-1, J=12.2, 6.6 Hz), 4.06 (ddd, 1H, J=13.3, 4.5, 2.7 Hz), 3.97 (m, 1H), 3.73 (dq, 1H, J=15.4, 8.8 Hz), 2.91 (qt, 1H, J=12.7, 3.1 Hz), 2.36 (ddd, 1H, J=12.7, 6.4, 2.0 Hz), 1.22 (d, 3H, J=6.6 Hz).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-1c7498c311a44adb9f1d1a67f7fae80d
Source dataset
uspto-grants-2014_11
Patent number
US08883807B2

Reaction notes

Loading…