Hydrogen Bromide → HCID 68577349, compound

HRID 2046423Notes

Reaction equation

HRID 2046423 reaction equation
C(OC(=O)[NH:10][CH2:11][CH2:12][C:13]1[N:14]([CH3:26])[C:15](=[O:25])[CH:16]=[C:17]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[N:18]=1)C1C=CC=CC=1.Br>C(O)(=O)C>[NH2:10][CH2:11][CH2:12][C:13]1[N:14]([CH3:26])[C:15](=[O:25])[CH:16]=[C:17]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][N:20]=2)[N:18]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 25117356HCID 25117356, compound

Product 1

HCID 68577349HCID 68577349, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.43 g (3.93 mmol) of [2-(1-methyl-6-oxo-1,6-dihydro-[4,4′]bipyrimidinyl-2-yl)-ethyl]-carbamic acid benzyl ester was dissolved in 4.43 g (31.44 mmol) of hydrobromide acid in acetic acid. The mixture was stirred at room temperature for 2 h and concentrated in vacuo. The resulting precipitate was dissolved in water, basified with an aqueous solution of sodium hydroxide (30%) and extracted with a mixture of dichloromethane/methanol/aqueous ammonia solution (29%) in the proportions 80/20/2. The combined extracts were dried over anhydrous sodium sulfate and concentrated in vacuo to give 0.693 g of a white powder.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe resulting precipitate was dissolved in water
  3. extractionextracted with a mixture of dichloromethane/methanol/aqueous ammonia solution (29%) in the proportions 80/20/2
  4. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1a0e6281fb564302a2b1c7bd7e39d504
Source dataset
uspto-grants-2013_11
Patent number
US08592437B2

Reaction notes

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