Triethylamine → HCID 59771109, compound

HRID 900020Notes

Reaction equation

HRID 900020 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](Cl)=[N:6][CH:7]=1.[C:9]([NH:16][CH2:17][CH2:18][NH2:19])([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].C(N(CC)CC)C>C(O)C>[C:12]([O:11][C:9](=[O:10])[NH:16][CH2:17][CH2:18][NH:19][C:5]1[N:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 187201N-BOC-ethylenediamineHCID 6066655-Bromo-2-chloropyrimidine

Product 1

HCID 59771109HCID 59771109, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5-bromo-2-chloropyrimidine (500 mg), N-Boc-ethylenediamine (496 mg), and triethylamine (1 mL) in ethanol (10 mL) was heated at 80° C. for 4 hours. The reaction was then concentrated in vacuo and the residue purified by preparative HPLC (hexanes:EtOAc; 60:40) to afford compound 10 (700 mg) as a white solid.

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. customthe residue purified by preparative HPLC (hexanes:EtOAc; 60:40)

Sources & evidence

ORD record
ord-2d251367e78749de9298499e3eb6524d
Source dataset
uspto-grants-2008_04
Patent number
USRE040245E1

Reaction notes

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