Ethylenediamine → HCID 66762098, compound

HRID 2249600Notes

Reaction equation

HRID 2249600 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4](Br)[N:3]=1.[NH2:9][CH2:10][CH2:11][NH2:12].[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1B(O)O>C1COCC1>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:4]1[N:3]=[C:2]([NH:9][CH2:10][CH2:11][NH:12][CH2:16][C:15]([N:9]2[CH2:19][CH2:18][CH2:17][C@H:10]2[C:11]#[N:12])=[O:14])[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 122742,6-DibromopyridineHCID 27339582-Methoxyphenylboronic acid

Product 1

HCID 66762098HCID 66762098, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was obtained in analogy to example 36, steps A] to C] starting from 2,6-dibromopyridine, 1,2-diaminoethane, 2-methoxyphenylboronic acid and IIA. The residue obtained by flash chromatography was dissolved in THF and precipitated by treatment with methanesulfonic acid in tert-butyl methyl ether and ethyl acetate yielding a white powder.

Workup

  1. customThis compound was obtained in analogy to example 36, steps A] to C]
  2. customThe residue obtained by flash chromatography
  3. customprecipitated by treatment with methanesulfonic acid in tert-butyl methyl ether and ethyl acetate yielding a white powder

Sources & evidence

ORD record
ord-ca21371ed048408ca87fd9ce700108e7
Source dataset
uspto-grants-2008_01
Patent number
US07314884B2

Reaction notes

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