Triethylamine → HCID 90418291, compound

HRID 1486817Notes

Reaction equation

HRID 1486817 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][N:3]=1.CCN(CC)CC.[NH2:18][CH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>O1CCOCC1>[O:22]1[CH2:23][CH2:24][CH:19]([NH:18][C:2]2[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][N:3]=2)[CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4192234-AminotetrahydropyranHCID 110949062-Chloropyrimidine-5-carboxylic acid

Product 1

HCID 90418291HCID 90418291, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
150 °C

Procedure

2-Chloropyrimidine-5-carboxylic acid (500 mg, 3.15 mmol), Et3N (1.15 mL, 8.20 mmol) and 4-aminotetrahydropyran (335 mg, 3.31 mmol) were dissolved in dioxane (10 mL) and heated in a microwave reactor at 150° C. for 30 min. The reaction mixture was concentrated in vacuo to give the crude title compound (701 mg) as a beige solid. LCMS (ES+): 224.1 [MH]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-bc63d78c90b647fda6f974669f5b5756
Source dataset
uspto-grants-2016_08
Patent number
US09428498B2

Reaction notes

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