Triethylamine → HCID 59574435, compound

HRID 2092051Notes

Reaction equation

HRID 2092051 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([OH:8])=O)[CH:3]=[N:2]1.Cl.[CH3:10][NH:11][O:12][CH3:13].Cl.C(N=C=NCCCN(C)C)C.C(N(CC)CC)C>C(OCC)(=O)C.CN(C)C=O>[CH3:13][O:12][N:11]([CH3:10])[C:6]([C:4]1[CH:3]=[N:2][NH:1][CH:5]=1)=[O:8]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 3015937Pyrazole-4-carboxylic acid

Product 1

HCID 59574435HCID 59574435, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A N,N-dimethylformamide solution (3 mL) of 4-pyrazolecarboxylic acid (150 mg, 1.34 mmol), N,O-dimethylhydroxylamine hydrochloride (261.4 mg, 2.68 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, hydrochloride (513.8 mg, 2.68 mmol), 1-hydroxybenzotriazoleimidazole anhydride (54.2 mg, 0.40 mmol), and triethylamine (0.38 mL, 2.68 mmol) was stirred for 1 day. After completion of the reaction, the reaction solution was mixed with ethyl acetate and washed with saturated aqueous sodium chloride. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resulting crude reaction product containing the desired product was used for the next step (142.7 mg).

Workup

  1. customAfter completion of the reaction
  2. washwashed with saturated aqueous sodium chloride
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe resulting crude reaction product

Sources & evidence

ORD record
ord-a1d2fdf6ad0d4e51ab75147b6b327838
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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