Hydrochloric Acid → HCID 86641603, compound

HRID 1685172Notes

Reaction equation

HRID 1685172 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:15]([CH2:30][C@H:31]3[CH2:36][CH2:35][CH2:34][CH2:33][N:32]3[C:37]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:38])[CH:16]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:20]=3)[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:47]>C(Cl)Cl>[ClH:47].[ClH:47].[ClH:47].[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:18]=[C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[N:15]([CH2:30][C@H:31]3[CH2:36][CH2:35][CH2:34][CH2:33][N:32]3[C:37]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:38])[CH:16]=2)=[CH:20][C:21]=1[C:26]([F:29])([F:27])[F:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86641604HCID 86641604, compound

Product 1

HCID 86641603HCID 86641603, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve (R)-benzyl 2-((2-(1-(tert-butoxycarbonyl)piperidin-4-yl)-4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-1-yl)methyl)piperidine-1-carboxylate (2.6 g, 0.004 mol, 1.0 eq) in DCM (15 mL). Cool the reaction mass to 0° C. and add HCl (4.0 M in dioxane, 5 mL, 0.020 mol) drop-wise. Allow the reaction to warm up to RT and stir for 16 h. After completion, concentrate the reaction and co-evaporate with methanol (5×20 mL) under high vacuum to get 2.2 g (83.6%) of the title compound. (ES+): m/z=545 (M+H).

Workup

  1. customthe reaction
  2. temperatureto warm up to RT
  3. concentrationAfter completion, concentrate
  4. customthe reaction and co-evaporate with methanol (5×20 mL) under high vacuum

Sources & evidence

ORD record
ord-8c5942e6cbf440b7be2ce69f0385acde
Source dataset
uspto-grants-2012_04
Patent number
US08148387B2

Reaction notes

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