N-Methylethylenediamine → HCID 11951689, compound

HRID 2243649Notes

Reaction equation

HRID 2243649 reaction equation
[CH:1]1([CH2:4][NH:5][C:6](=[O:36])[C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([C:14]3[C:23]4[CH2:22][NH:21][C:20](=[O:24])[N:19]([C:25]5[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:26]=5[F:32])[C:18]=4[N:17]=[C:16](S(C)=O)[N:15]=3)[CH:8]=2)[CH2:3][CH2:2]1.[CH3:37][NH:38][CH2:39][CH2:40][NH2:41]>C1COCC1>[NH2:41][CH2:40][CH2:39][N:38]([CH3:37])[C:16]1[N:15]=[C:14]([C:9]2[CH:8]=[C:7]([CH:12]=[CH:11][C:10]=2[CH3:13])[C:6]([NH:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)=[O:36])[C:23]2[CH2:22][NH:21][C:20](=[O:24])[N:19]([C:25]3[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:26]=3[F:32])[C:18]=2[N:17]=1

Participants

4

Reactant 2

HCID 8014N-MethylethylenediamineHCID 11949928HCID 11949928, compound

Product 1

HCID 11951689HCID 11951689, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the solution of N-(Cyclopropylmethyl)-3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methylbenzamide (90 mg) in THF (10 mL) was added N-methyl ethylene diamine (70 uL) at r.t. The reaction mixture was stirred at r.t. overnight. The solution was then evaporated in vacuo and the residue was purified by column chromatography to provide the title compound as a white solid (in addition to compound 4c). LC-MS m/z 522 (M+H)+, 1.47 min (ret. time).

Workup

  1. customThe solution was then evaporated in vacuo
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-97d06249f57944ebb726166f2d549edf
Source dataset
uspto-grants-2010_03
Patent number
US07674789B2

Reaction notes

Loading…