Hydrochloric Acid → HCID 24688528, compound

HRID 1715188Notes

Reaction equation

HRID 1715188 reaction equation
[C:1]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH:14]1[CH:19]=[N:18][C:17]2N(O)N=[N:22][C:16]=2[CH:15]=1.CCN=C=NCCCN(C)C.Cl.Cl.NC1C=NC=CC=1>C(Cl)Cl>[C:4]([O:3][C:1](=[O:2])[NH:8][CH2:9][CH2:10][C:11](=[O:13])[NH:22][C:16]1[CH:17]=[N:18][CH:19]=[CH:14][CH:15]=1)([CH3:5])([CH3:6])[CH3:7]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 100093-AminopyridineHCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 24688528HCID 24688528, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

TEA (2.2 ml, 16 mmol) is added to a stirred solution of BOC-β-alanine (2.4 g, 12.7 mmol), HOAt (0.68 g, 5.0 mmol), EDCl.HCl (2.43 g, 12.7 mmol) in DCM and stirred at room temperature. After 1 hour, 3-aminopyridine (1.0 g, 10.6 mmol) is added and the mixture is stirred at room temperature for a further 3 hours. The mixture is then diluted with DCM (200 ml) and washed with 0.1 M HCl followed by 1M NaOH. The organic portion is dried (MgSO4) and concentrated in vacuo to afford the title compound as a white crystalline solid.

Workup

  1. washwashed with 0.1 M HCl
  2. dry with materialThe organic portion is dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8fcebc1266d04f0482a40d0d399c53b0
Source dataset
uspto-grants-2010_09
Patent number
US07799810B2

Reaction notes

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