Triethylamine → HCID 20785111, compound

HRID 1435438Notes

Reaction equation

HRID 1435438 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C(N(CC)CC)C.[NH:12]1[CH:16]=[C:15]([C:17](Cl)=[O:18])[CH:14]=[N:13]1>C(Cl)Cl>[CH:1]1([NH:4][C:17]([C:15]2[CH:16]=[N:12][NH:13][CH:14]=2)=[O:18])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 22228227HCID 22228227, compound

Product 1

HCID 20785111HCID 20785111, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of cyclopropylamine (0.52 mL, 0.43 g, 7.5 mmol) and triethylamine (1.4 mL, 1.01 g, 10.0 mmol) in CH2Cl2 (5 mL) was added to a suspension of 1H-pyrazole-4-carbonyl chloride (0.69 g, 5.3 mmol) in CH2Cl2 (20 mL) at 0° C. The reaction mixture was stirred overnight at room temperature. After evaporation of the solvent, the crude product was purified by MPLC using EtOAc on silica gel to give 0.79 g (99%) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 0.52-0.62 (m, 2 H), 0.72-0.82 (m, 2 H), 2.69-2.86 (m, 1 H), 7.91 (s, 1 H), 8.09 (s, 1 H).

Workup

  1. customAfter evaporation of the solvent
  2. customthe crude product was purified by MPLC

Sources & evidence

ORD record
ord-5d11249a02174c0eac8d0947404d8979
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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