Hydrochloric Acid → HCID 69292925, compound

HRID 1190796Notes

Reaction equation

HRID 1190796 reaction equation
[C:1]([NH:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2(O)[CH2:18][CH2:17][CH2:16][N:15]3[CH:19]=[N:20][CH:21]=[C:14]23)=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)(O)[O-].[Na+].[ClH:29]>>[ClH:29].[C:1]([NH:5][C:6](=[O:23])[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:14]3[N:15]([CH:19]=[N:20][CH:21]=3)[CH2:16][CH2:17][CH:18]=2)=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 11609336HCID 11609336, compound

Product 1

HCID 69292925HCID 69292925, compound

Procedure

A solution of 1.85 mmol of N-tert-Butyl-4-(8-hydroxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridin-8-yl)-benzamide in 6 ml of 2M HCl is stirred at 50° C. for 20 hours. The reaction mixture is cooled to room temperature and cautiously adjusted to pH 8 with saturated aqueous sodium bicarbonate solution. The aqueous phase is extracted with dichloromethane (3×)—the combined organic phases are dried with sodium sulphate and evaporated. The crude title compound is obtained as a grey solid. Rt=5.54.

Workup

  1. extractionThe aqueous phase is extracted with dichloromethane (3×)—the combined organic phases
  2. dry with materialare dried with sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-ea830352c28445d885a8055cdc975836
Source dataset
uspto-grants-2014_03
Patent number
US08680079B2

Reaction notes

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