Hydrochloric Acid → E-2212

HRID 546801Notes

Reaction equation

HRID 546801 reaction equation
C(O[C@@H]([C@H](OC(=O)C1C=CC=CC=1)C(O)=O)C(O)=O)(=O)C1C=CC=CC=1.[CH3:27][O:28][C:29]1[N:34]=[C:33](/[CH:35]=[CH:36]/[C:37]2[N:55]=[C:40]3[C@H:41]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=4[C:51]([F:54])([F:53])[F:52])[CH2:42][CH2:43][CH2:44][N:39]3[N:38]=2)[CH:32]=[CH:31][C:30]=1[N:56]1[CH:60]=[C:59]([CH3:61])[N:58]=[CH:57]1.Cl>C(OCC)(=O)C>[CH3:27][O:28][C:29]1[N:34]=[C:33](/[CH:35]=[CH:36]/[C:37]2[N:55]=[C:40]3[C@H:41]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=4[C:51]([F:54])([F:53])[F:52])[CH2:42][CH2:43][CH2:44][N:39]3[N:38]=2)[CH:32]=[CH:31][C:30]=1[N:56]1[CH:60]=[C:59]([CH3:61])[N:58]=[CH:57]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66839630(8S)-2-{(E)-2-[6-Methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]vinyl}-8-[2-(trifluoromethyl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine (2S,3S)-2,3-bis(benzoyloxy)succinate

Product 1

HCID 46854987E-2212Yield 99.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(8S)-2-{(E)-2-[6-Methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]vinyl}-8-[2-(trifluoromethyl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine (2S,3S)-2,3-bis(benzoyloxy)succinate (1/1) (20 mg, 0.024 mmol) was added to the mixed solution of ethyl acetate (0.1 mL) and 5N HCl aq. (0.1 mL), and the organic layer was separated. Ethyl acetate (0.2 mL) and 5N sodium hydrate aq. (0.1 mL) were added to the aqueous layer, and the organic layer was separated. The organic layer was washed twice with water (0.1 mL), and dried under the reduced pressure to obtain the title compound (11.5 mg, 99.9% yield).

Workup

  1. customthe organic layer was separated
  2. additionEthyl acetate (0.2 mL) and 5N sodium hydrate aq. (0.1 mL) were added to the aqueous layer
  3. customthe organic layer was separated
  4. washThe organic layer was washed twice with water (0.1 mL)
  5. customdried under the reduced pressure

Sources & evidence

ORD record
ord-e08590a6b99642fb8818769a4f95faef
Source dataset
uspto-grants-2011_05
Patent number
US07935815B2

Reaction notes

Loading…