Hydrochloric Acid → HCID 66653501, compound

HRID 409540Notes

Reaction equation

HRID 409540 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:45]=[CH:44][C:7]([CH2:8][NH:9][C:10]([NH:12][C:13]2[CH:22]=[CH:21][C:20]([C:23]([C:25]3[N:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]4=[C:27]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([C:40]([O:42]C)=[O:41])[CH:35]=4)[N:26]=3)=[O:24])=[CH:19][C:14]=2[C:15](OC)=[O:16])=[O:11])=[CH:6][CH:5]=1.Cl>CO.O>[F:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:15](=[O:16])[C:14]3[C:13](=[CH:22][CH:21]=[C:20]([C:23]([C:25]4[N:29]5[CH:30]=[CH:31][CH:32]=[CH:33][C:28]5=[C:27]([C:34]5[CH:35]=[C:36]([CH:37]=[CH:38][CH:39]=5)[C:40]([OH:42])=[O:41])[N:26]=4)=[O:24])[CH:19]=3)[NH:12][C:10]2=[O:11])=[CH:44][CH:45]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66653412HCID 66653412, compound

Product 1

HCID 66653501HCID 66653501, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2.85 ml (0.0285 mol) of a 1N aqueous solution of sodium hydroxide are added to 3.3 g (5.7 mmol) of methyl 2-{[(4-fluorobenzyl)carbamoyl]amino}-5-({1-[3-(methoxycarbonyl)phenyl]imidazo[1,5-a]pyridin-3-yl}carbonyl)benzoate dissolved in 250 ml of methanol. After refluxing for 2 hours, the reaction medium is acidified with 50 ml of a 1N aqueous solution of hydrochloric acid and then diluted with 700 ml of water. The precipitate obtained is filtered off, and dried under reduced pressure at 40° C. overnight. 3.01 g of a yellow solid are obtained.

Workup

  1. temperatureAfter refluxing for 2 hours
  2. customThe precipitate obtained
  3. filtrationis filtered off
  4. customdried under reduced pressure at 40° C. overnight

Sources & evidence

ORD record
ord-381f9fd71063489985bf838c22ea08c3
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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