Propylamine → HCID 66653639, compound

HRID 409552Notes

Reaction equation

HRID 409552 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].[Br:5][C:6]1[N:7]=[C:8]([C:15]([C:17]2[CH:18]=[CH:19][C:20]3[N:25]=[C:24]([CH3:26])[O:23][C:22](=O)[C:21]=3[CH:28]=2)=[O:16])[N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[Br:5][C:6]1[N:7]=[C:8]([C:15]([C:17]2[CH:28]=[C:21]3[C:20](=[CH:19][CH:18]=2)[N:25]=[C:24]([CH3:26])[N:4]([CH2:1][CH2:2][CH3:3])[C:22]3=[O:23])=[O:16])[N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12

Participants

5

Reactant 3

HCID 7852PropylamineHCID 10340Sodium CarbonateHCID 86683457HCID 86683457, compound

Product 1

HCID 66653639HCID 66653639, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
160 °C

Procedure

1.32 g (22.4 mmol) of n-propylamine are added, at 0° C. under an inert atmosphere, to 0.9 g (2.2 mmol) of 6-[(1-bromoimidazo[1,5-a]pyridin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one in 15 ml of glacial acetic acid. The reaction medium is microwave-heated for 45 minutes at 160° C. The reaction medium is concentrated under reduced pressure. The residue obtained is taken up with a saturated aqueous solution of sodium carbonate. The precipitate obtained is filtered off and then dried under reduced pressure at 50° C. overnight. 0.67 g of a yellow solid is obtained.

Workup

  1. concentrationThe reaction medium is concentrated under reduced pressure
  2. customThe residue obtained
  3. customThe precipitate obtained
  4. filtrationis filtered off
  5. customdried under reduced pressure at 50° C. overnight

Sources & evidence

ORD record
ord-cd17ac3f34724ddfa7db127d7ae358b4
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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