Methylamine → HCID 69035165, compound

HRID 1930456Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:20](=[O:21])[N:19]([CH3:22])[C:12]3[N:13]=[C:14](SC)[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:4][C:3]=1[NH:23][C:24]([NH:26][C:27]1[O:31][N:30]=[C:29]([C:32]([F:35])([F:34])[F:33])[CH:28]=1)=[O:25].[CH3:36][NH2:37].C1COCC1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:20](=[O:21])[N:19]([CH3:22])[C:12]3[N:13]=[C:14]([NH:37][CH3:36])[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:4][C:3]=1[NH:23][C:24]([NH:26][C:27]1[O:31][N:30]=[C:29]([C:32]([F:35])([F:34])[F:33])[CH:28]=1)=[O:25]

Participants

Reactant 3

HCID 6329Methylamine

HCID 8028Tetrahydrofuran

HCID 69034680HCID 69034680, compound

Product 1

HCID 69035165HCID 69035165, compoundYield 13%

Procedure

Using a procedure analogous to Example A1, 1-(2,4-difluoro-5-(8-methyl-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)-3-(3-(trifluoromethyl)isoxazol-5-yl)urea (65 mg, 0.130 mmol) and 2.0N methylamine in THF (0.63 mL, 1.3 mmol) were combined to afford 1-(2,4-difluoro-5-(8-methyl-2-(methylamino)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)-3-(3-(trifluoromethyl)isoxazol-5-yl)urea (8 mg, 13% yield). MS (ESI) m/z: 496.0 (M+H+).

Sources & evidence

ORD record: ord-e90217a5f00a47b08dfa08bfe1628105
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188113B2

Reaction notes

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