Hydrochloric Acid → HCID 68933742, compound

HRID 385683Notes

Reaction equation

HRID 385683 reaction equation
[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][N:12]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[N:33][CH:34]=[C:35]([C:38]([F:41])([F:40])[F:39])[CH:36]=5)[CH:31]=[CH:30][C:29]4=[O:42])[CH2:22][CH2:21]3)C(=O)OC(C)(C)C)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1.[ClH:43]>C(O)(C)C>[ClH:43].[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][NH:12][CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[N:33][CH:34]=[C:35]([C:38]([F:41])([F:39])[F:40])[CH:36]=5)[CH:31]=[CH:30][C:29]4=[O:42])[CH2:22][CH2:21]3)[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57815478HCID 57815478, compound

Product 1

HCID 68933742HCID 68933742, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 80 mg of tert-butyl (2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)(1-(2-(2-oxo-7-(trifluoromethyl)-1,5-naphthyridin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate in 1.4 mL of isopropyl alcohol, 57 μL of concentrated hydrochloric acid was added, and the mixture was heated under reflux while stirring for 1 hour 30 minutes. The reaction mixture was cooled to room temperature, and the solid was filtered off to obtain 70 mg of 1-(2-(4-((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)piperidin-1-yl)ethyl)-7-(trifluoromethyl)-1,5-naphthyridin-2(1H)-one hydrochloride as a light brown solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-771b6e458baa447e901ac61a54d482d2
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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