Triethylamine → HCID 178508141, compound

HRID 565715Notes

Reaction equation

HRID 565715 reaction equation
[CH2:1]([C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][NH:11][C:10](Cl)([NH2:17])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:19]1[CH:23]=[N:22][N:21]=[N:20]1.C(N(CC)CC)C>C(#N)C.[OH-].[Na+]>[CH2:1]([C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][NH:11][C:10]([N:19]2[CH:23]=[N:22][N:21]=[N:20]2)([NH2:17])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 178418441HCID 178418441, compoundHCID 178507982HCID 178507982, compound

Product 1

HCID 178508141HCID 178508141, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 14798Sodium HydroxideSolvent

Procedure

4.0 g of 4N-benzyl-2-chloro-5-nitropyrimidineamine (Reference Example 2) was added to a solution of 3.0 g of 1H-tetrazole in 120 ml of acetonitrile. A mixture of 2.5 ml of triethylamine and 45 ml of acetonitrile was added dropwise to the solution. The reaction solution was stirred overnight and was cencentrated under reduced pressure to obtain solid. The resulting solid was suspended in 3N sodium hydroxide solution for 1 hour, filtered and dried to obtain 3.80 g of the title compound.

Workup

  1. additionwas added dropwise to the solution
  2. customto obtain solid
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-bfba1fcd89b24f73a066edfdfc52d239
Source dataset
uspto-grants-2001_01
Patent number
US06172227B2

Reaction notes

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