Methylamine → HCID 68592371, compound

HRID 2191058Notes

Reaction equation

HRID 2191058 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH:15]([O:16]C(=O)C3C=CC=CC=3)[CH2:14][CH:13]([CH:25]=[CH:26][P:27]([OH:30])([OH:29])=[O:28])[O:12]2)=[C:4](Br)[N:3]=1.[CH3:32][NH2:33]>O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[O:12][CH:13]([CH:25]=[CH:26][P:27](=[O:28])([OH:30])[OH:29])[CH2:14][CH:15]2[OH:16])=[C:4]([NH:33][CH3:32])[N:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 72247315HCID 72247315, compound

Product 1

HCID 68592371HCID 68592371, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Compound 46.2 (250 mg, crude) was dissolved in 40 wt % methylamine in water and stirred at rt for 3 h. The solution was concentrated under reduced pressure and the residue was subjected to a reverse phase HPLC to give compound 46.3 (60 mg, 35% yield). 1H NMR (CDCl3, 300 MHz): δ 2.05-2.18 (m, 2H), 2.83 (s, 3H), 4.54-4.55 (m, 1H), 4.84 (s, 1H), 5.73 (d, 1H, J=1.5), 5.89-5.95 (m, 1H), 6.22 (m, 1H), 7.64 (s, 1H). 31PNMR: 10.23 ppm. LRMS [M−H]− C12H17N6O5P requires 355.1. Found 355.1.

Workup

  1. concentrationThe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a75dfcbb03414b14ba731a144c17e4e5
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

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