Diisopropylethylamine → HCID 21081017, compound

HRID 2380826Notes

Reaction equation

HRID 2380826 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1.Cl.Cl.[NH:13]1[C:17]2[CH2:18][CH2:19][CH2:20][NH:21][C:16]=2[N:15]=[CH:14]1.C(N(C(C)C)C(C)C)C>C(O)CCC>[Cl:1][C:2]1[N:7]=[C:6]([N:21]2[CH2:20][CH2:19][C:18]3[N:15]=[CH:14][NH:13][C:17]=3[CH2:16]2)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 6014012,4-Dichloro-5-methoxypyrimidineHCID 68845019HCID 68845019, compound

Product 1

HCID 21081017HCID 21081017, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
50 °C

Procedure

1 g 2,4-dichloro-5-methoxy-pyrimidine are dissolved in 4 mL butanol and combined with 1.04 g 4,5,6,7-tetrahydroimidazopyridine dihydrochloride and 2.96 mL ethyldiisopropylamine. This mixture is stirred for 16 h at 50° C. and then the solvent is eliminated in vacuo. The crude mixture is purified by column chromatography. The carrier material used is C18-RP-silica gel and a gradient is run through which consists at the starting point of 95% water and 5% acetonitrile and at the finishing point of 70% water and 30% acetonitrile. 0.2% formic acid is added to both eluants. The suitable fractions are freeze-dried.

Workup

  1. customThe crude mixture is purified by column chromatography
  2. addition0.2% formic acid is added to both eluants
  3. customThe suitable fractions are freeze-dried

Sources & evidence

ORD record
ord-bbe8789f04bc4773a5970af04c4b6545
Source dataset
uspto-grants-2012_09
Patent number
US08258129B2

Reaction notes

Loading…