Methylamine → HCID 11952051, compound

HRID 2243660Notes

Reaction equation

HRID 2243660 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](S(C)=O)[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([NH:26][C:27]([C:29]4[CH:33]=[CH:32][S:31][CH:30]=4)=[O:28])[CH:22]=[CH:23][C:24]=3[CH3:25])[C:13]=2[CH2:12][NH:11][C:10]1=[O:37].[CH3:38][NH2:39]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16]([NH:39][CH3:38])[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([NH:26][C:27]([C:29]4[CH:33]=[CH:32][S:31][CH:30]=4)=[O:28])[CH:22]=[CH:23][C:24]=3[CH3:25])[C:13]=2[CH2:12][NH:11][C:10]1=[O:37]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 11950096HCID 11950096, compound

Product 1

HCID 11952051HCID 11952051, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The compound N-{3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methylphenyl}-3-thiophenecarboxamide, (0.054 g, 0.1 mmol) was dissolved in THF (20 mL) and a 2M solution of methylamine in THF (1 mL) was added. The mixture was stirred at room temperature for 4 days. The solvents were pumped off in vacuo. The residue was flash chromatographed on silica gel (10 g) eluted with 0-10% MeOH/CH2Cl2 to give the title compound as an off-white amorphous solid. mp (dec) 203-207° C.; LC-MS m/z 507 (M+H)+, 1.76 min (ret. time).

Workup

  1. customchromatographed on silica gel (10 g)
  2. washeluted with 0-10% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-289ab2baead14ced9b618edccbc3b71a
Source dataset
uspto-grants-2010_03
Patent number
US07674789B2

Reaction notes

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