Triethylamine → 8-(2,6-Difluoro-phenyl)-4-(4-fluoro-2-methyl-phenyl)-2-((1H-imidazol-2-ylmethyl)amino)-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 556657Notes

Reaction equation

HRID 556657 reaction equation
Cl.Cl.[NH:3]1[CH:7]=[CH:6][N:5]=[C:4]1NC.[CH2:10]([N:12](CC)CC)C.[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=1[N:25]1[C:30]2[N:31]=[C:32](S(C)(=O)=O)[N:33]=[C:34]([C:35]3[CH:40]=[CH:39][C:38]([F:41])=[CH:37][C:36]=3[CH3:42])[C:29]=2[CH:28]=[CH:27][C:26]1=[O:47]>CN1C(=O)CCC1>[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=1[N:25]1[C:30]2[N:31]=[C:32]([NH:12][CH2:10][C:4]3[NH:3][CH:7]=[CH:6][N:5]=3)[N:33]=[C:34]([C:35]3[CH:40]=[CH:39][C:38]([F:41])=[CH:37][C:36]=3[CH3:42])[C:29]=2[CH:28]=[CH:27][C:26]1=[O:47]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 57434550(1H-Imidazol-2-yl)-methylamine dihydrochlorideHCID 596395548-(2,6-difluoro-phenyl)-4-(4-fluoro-2-methyl-phenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

Product 1

HCID 596395668-(2,6-Difluoro-phenyl)-4-(4-fluoro-2-methyl-phenyl)-2-((1H-imidazol-2-ylmethyl)amino)-8H-pyrido[2,3-d]pyrimidin-7-one

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

(1H-Imidazol-2-yl)-methylamine dihydrochloride (184 mg, 1.1 mmol), NMP (1 mL), and triethylamine (0.31 mL, 2.2 mmol) were stirred at 23° 10 min. The product of Example 48 (100 mg, 0.22 mmol) was added and the mixture was reacted at 100° for 16 h to give the crude material. Preparative hplc afforded the title compound, 36 mg (29%). LC-MS: 463.2 (MH+, m/z), 1.42 (Rt, min).

Workup

  1. customthe mixture was reacted at 100° for 16 h
  2. customto give the crude material

Sources & evidence

ORD record
ord-799e33ca6d9a40138238ff0e87751d5d
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

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