1,3-Dioxolane-4-methanamine, 2,2-dimethyl- → HCID 69296314, compound

HRID 1930453Notes

Reaction equation

HRID 1930453 reaction equation
[C:1]([N:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[C:18]([C:20]3[C:31](=[O:32])[N:30]([CH3:33])[C:23]4[N:24]=[C:25]([NH:28][CH3:29])[N:26]=[CH:27][C:22]=4[CH:21]=3)[C:17]([CH3:34])=[CH:16][C:15]=2[F:35])=[O:12])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].CC1(C)[O:41][CH:40](CN)[CH2:39][O:38]1>C1COCC1>[C:1]([N:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[C:18]([C:20]3[C:31](=[O:32])[N:30]([CH3:33])[C:23]4[N:24]=[C:25]([NH:28][CH2:29][CH:40]([OH:41])[CH2:39][OH:38])[N:26]=[CH:27][C:22]=4[CH:21]=3)[C:17]([CH3:34])=[CH:16][C:15]=2[F:35])=[O:12])[CH:7]=[N:6]1)([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 41223491,3-Dioxolane-4-methanamine, 2,2-dimethyl-HCID 69299470HCID 69299470, compound

Product 1

HCID 69296314HCID 69296314, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using a procedure analogous to Example 136, 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(2-fluoro-4-methyl-5-(8-methyl-2-(methylsulfinyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea from Example 109 (0.071 g, 0.14 mmol) and (2,2-dimethyl-1,3-dioxolan-4-yl)methanamine (0.055 g, 0.42 mmol) were combined in THF (1 mL) to provide 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(5-(2-(2,3-dihydroxypropylamino)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-2-fluoro-4-methylphenyl)urea as a white solid (0.047 g, 63% yield; 2 steps).

Sources & evidence

ORD record
ord-43d2b1d5bf5e4fbc9ff6d9bca338fcbf
Source dataset
uspto-grants-2012_05
Patent number
US08188113B2

Reaction notes

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