Triethylamine → HCID 178508141, compound

HRID 843653Notes

Reaction equation

HRID 843653 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) is added to a solution of 3.0 g of 1H-tetrazol in 120 ml of acetonitrile. A mixture of 2.5 ml of triethylamine and 45 ml of acetonitrile is added dropwise to the solution. The reaction solution is stirred overnight and is concentrated under reduced pressure to obtain solid. The resulting solid is suspended in 3N sodium hydroxide solution for 1 hour, filtered and dried to obtain 3.80 g of the title compound.

Workup

  1. additionis added dropwise to the solution
  2. concentrationis concentrated under reduced pressure
  3. customto obtain solid
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-cede41bf85e745d5bcb5ddf807ebc500
Source dataset
uspto-grants-2002_04
Patent number
US06380206B1

Reaction notes

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