Water → HCID 57500383, compound

HRID 409534Notes

Reaction equation

HRID 409534 reaction equation
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[CH:19]=[CH:18][C:17]([C:20]([C:22]2[N:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]3=[CH:24][N:23]=2)=[O:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13].O>ClCCl>[NH2:9][C:10]1[CH:19]=[CH:18][C:17]([C:20]([C:22]2[N:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]3=[C:24]([Br:1])[N:23]=2)=[O:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 66653613HCID 66653613, compound

Product 1

HCID 57500383HCID 57500383, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.42 g (2.4 mmol) of N-bromosuccinimide is added, under a nitrogen atmosphere at ambient temperature, to a solution of 0.67 g (2.4 mmol) of methyl 2-amino-5-(imidazo[1,5-a]pyridin-3-ylcarbonyl)benzoate in 20 ml of dichloromethane. After stirring for 2 h 30, water is added. The precipitate formed is filtered off, rinsed with water, and dried overnight at 40° C. under reduced pressure. 0.77 g of a yellow solid is obtained.

Workup

  1. additionis added
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. washrinsed with water
  5. customdried overnight at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-633b6468969e4dacad4f1c9f1a0ff911
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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