HCID 66808527, compound → 4-[4-Bromo-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol

HRID 607320Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1.C([C:19]1[C:20]([N:26]=[CH:27][N:28]([CH3:30])C)=[N:21][C:22]([CH3:25])=[CH:23][CH:24]=1)#N>C(O)(=O)C>[Br:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[C:2]([NH:1][C:30]2[C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[N:21][C:20]=3[N:26]=[CH:27][N:28]=2)[CH:7]=1

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of the product from Example 238B (0.158 g, 0.533 mmol) and the product from Example 10B (0.100 g, 0.533 mmol) in glacial acetic acid (2 mL) was heated in a 130° C. oil bath for 30 min. An additional amount of the product from Example 10B (0.060 g, 0.319 mmol) was added and the reaction mixture was heated for an additional 30 min at 130° C. The reaction mixture was then cooled to room temperature and the solvent evaporated under reduced pressure. The residue was triturated with 2-propanol, and the resulting solid isolated by vacuum filtration and dried to provide the title compound (0.083 g, 36% yield) as a beige solid.

Workup

temperatureThe reaction mixture was then cooled to room temperature
customthe solvent evaporated under reduced pressure
customThe residue was triturated with 2-propanol
customthe resulting solid isolated by vacuum filtration
customdried

Sources & evidence

ORD record: ord-6ece246a086446e8a4f9efb1c10270d8
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915411B2

Reaction notes

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