Methanesulfonic Acid → HCID 89814235, compound

HRID 522746Notes

Reaction equation

HRID 522746 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[CH:20]=[N:19][C:12]3[N:13]=[C:14]([NH:17][CH3:18])[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:4][C:3]=1[NH:21][C:22]([NH:24][CH2:25][CH2:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:23].[CH3:31][S:32]([OH:35])(=[O:34])=[O:33]>CO>[CH3:31][S:32]([OH:35])(=[O:34])=[O:33].[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[CH:20]=[N:19][C:12]3[N:13]=[C:14]([NH:17][CH3:18])[N:15]=[CH:16][C:11]=3[CH:10]=2)=[CH:4][C:3]=1[NH:21][C:22]([NH:24][CH2:25][CH2:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:23]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 89813798HCID 89813798, compound

Product 1

HCID 89814235HCID 89814235, compoundYield 185%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Treat a solution of 1-(2,4-difluoro-5-(2-(methylamino)pyrido[2,3-d]pyrimidin-6-yl)phenyl)-3-(3,3-dimethylbutyl)urea (0.030 g, 0.072 mmol) in hot MeOH (5 mL) with methanesulfonic acid (0.072 mL, 0.072 mmol) and cool to RT. Concentrate the mixture to dryness, treat with 1:1 MeCN/H2O (4 mL), freeze and lyophilize to afford the title compound as a pale yellow solid (68 mg, 178%, excess MeSO3H). MS (m/z): 415.2 (M+1).

Workup

  1. concentrationConcentrate the mixture to dryness
  2. additiontreat with 1:1 MeCN/H2O (4 mL), freeze

Sources & evidence

ORD record
ord-2eb9846b2d124544819ef09330c39904
Source dataset
uspto-grants-2016_05
Patent number
US09334267B2

Reaction notes

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