Methanol → HCID 25016226, compound

HRID 1991006Notes

Reaction equation

HRID 1991006 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[CH:8]1([NH:11][C:12](=[O:36])[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([C:20]3[C:33](=[O:34])[N:32]([CH3:35])[C:23]4[N:24]=[C:25](S(C)(=O)=O)[N:26]=[CH:27][C:22]=4[CH:21]=3)[CH:14]=2)[CH2:10][CH2:9]1.CO>C1COCC1>[CH:8]1([NH:11][C:12](=[O:36])[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([C:20]3[C:33](=[O:34])[N:32]([CH3:35])[C:23]4[N:24]=[C:25]([NH:1][CH:2]5[CH2:7][CH2:6][O:5][CH2:4][CH2:3]5)[N:26]=[CH:27][C:22]=4[CH:21]=3)[CH:14]=2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 887MethanolHCID 4192234-AminotetrahydropyranHCID 59128639HCID 59128639, compound

Product 1

HCID 25016226HCID 25016226, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Amino-tetrahydropyran (11 mg, 0.106 mmol) was dissolved in 2 mL THF, and N-cyclopropyl-3-(2-methanesulfonyl-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-4-methyl-benzamide (21 mg, 0.051 mmol) was added. The reaction mixture was stirred for 6.5 hours at room temperature, and then 1 mL MeOH was added. The resulting mixture was loaded directly onto a preparative TLC plate and eluted with 5% MeOH in methylene chloride to give N-cyclopropyl-4-methyl-3-[8-methyl-7-oxo-2-(tetrahydro-pyran-4-ylamino)-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl]-benzamide: MS (M+H)=434; MP=239.3-241.0° C.

Workup

  1. washeluted with 5% MeOH in methylene chloride

Sources & evidence

ORD record
ord-6679141fed544e638e176a1161fdba90
Source dataset
uspto-grants-2010_01
Patent number
US07645764B2

Reaction notes

Loading…