Triethylamine → HCID 18520581, compound

HRID 1368780Notes

Reaction equation

HRID 1368780 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[C:12]([CH2:13][CH3:14])=[C:11](/[CH:15]=[CH:16]/[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:10]=[N:9]2)[CH:5]=[C:4](Cl)[N:3]=1.Cl.[OH:24][CH:25]1[CH2:28][NH:27][CH2:26]1.C(N(CC)CC)C>C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[C:12]([CH2:13][CH3:14])=[C:11](/[CH:15]=[CH:16]/[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:10]=[N:9]2)[CH:5]=[C:4]([N:27]2[CH2:28][CH:25]([OH:24])[CH2:26]2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27592903-Hydroxyazetidine hydrochlorideHCID 18520476HCID 18520476, compound

Product 1

HCID 18520581HCID 18520581, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 4.14 g portion of ethyl 3-[1-[2-amino-6-chloro-4-pyrimidinyl]-5-ethyl-4-pyrazolyl]-2-trans-propenoate was suspended in 150 ml of ethanol, mixed with 3.07 g of 3-hydroxyazetidine hydrochloride and 7.8 ml of triethylamine and then heated under reflux for 2 days. The reaction solution was allowed to stand at room temperature, and then the resulting precipitate was collected by filtration to obtain 4.10 g of the title compound as colorless crystals.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 days
  3. customto stand at room temperature
  4. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-bd75d316956246ec9925bf57d208713f
Source dataset
uspto-grants-2003_06
Patent number
US06573377B1

Reaction notes

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