Formic Acid → HCID 22736807, compound

HRID 50810Notes

Reaction equation

HRID 50810 reaction equation
[C:1]([O-])(=O)C.[NH2:5][C:6]1[CH:11]=[C:10]([NH2:12])[C:9]([C:13]#[N:14])=[CH:8][NH+:7]=1.C(O)=O.[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1.[CH3:27][S:28]([OH:31])(=[O:30])=[O:29]>CC(C)=O>[S:28]([OH:31])(=[O:30])(=[O:29])[CH3:27].[NH2:5][C:6]1[N:7]=[CH:8][C:9]2[C:13]([NH:24][CH2:23][C:22]3[CH:25]=[CH:26][C:19]([Cl:18])=[CH:20][CH:21]=3)=[N:14][CH:1]=[N:12][C:10]=2[CH:11]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 6395Methanesulfonic AcidHCID 660364-ChlorobenzylamineHCID 227368042,4-Diamino,5-cyanopyridinium acetate

Product 1

HCID 22736807HCID 22736807, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The free base (56 mg, 0.20 mmol)(prepared from 2,4-diamino,5-cyanopyridinium acetate, formic acid and 4-chlorobenzylamine at 200° C. as described in a previous example is precipitated from acetone solution with methanesulfonic acid (105 μL, 0.23 mmol) to give a polymesylate salt. 1H NMR (DMSO) δ 10.59 (1H, t, J=5.6 Hz), 9.24(1H, s), 8.69 (1H, s), 7.42 (4H, s), 6.42 (1H, s), 5.8 (˜6H, vbrs), 4.89 (2H, d, J=5.8 Hz), 2.41 (˜7.5H, s).

Workup

  1. customto give a polymesylate salt

Sources & evidence

ORD record
ord-9735c010b3ba427db4240090948f5867
Source dataset
uspto-grants-2004_03
Patent number
US06713484B2

Reaction notes

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