Methanesulfonic Acid → HCID 54759637, compound

HRID 473303Notes

Reaction equation

HRID 473303 reaction equation
[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=4)=[O:19])=[CH:13][CH:12]=3)=[CH:9][S:10][C:6]=2[C:5]([C:28]2[CH:29]=[N:30][N:31]([CH2:33][CH2:34][OH:35])[CH:32]=2)=[CH:4][N:3]=1.[CH3:36][S:37]([OH:40])(=[O:39])=[O:38]>C(OCC)(=O)C>[S:37]([OH:40])(=[O:39])(=[O:38])[CH3:36].[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=4)=[O:19])=[CH:15][CH:16]=3)=[CH:9][S:10][C:6]=2[C:5]([C:28]2[CH:29]=[N:30][N:31]([CH2:33][CH2:34][OH:35])[CH:32]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 46207586Ilorasertib

Product 1

HCID 54759637HCID 54759637, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea free base solid (26 mg) was suspended in ethyl acetate (100 μL) at 40° C. with magnetic stirring. Methanesulfonic acid (6.6 μL, 4 M) was slowly added to A-968660 free base suspension at 40° C. with magnetic stirring. Amorphous material precipitated upon addition of the acid solution. Additional ethyl acetate (250 μL) was added and the suspension was stirred at 40° C. for 30 minutes. Solid was collected by centrifuge filtration.

Workup

  1. customAmorphous material precipitated upon addition of the acid solution
  2. additionAdditional ethyl acetate (250 μL) was added
  3. filtrationSolid was collected by centrifuge filtration

Sources & evidence

ORD record
ord-9e217005c3984af7a855bc53a61c2ff6
Source dataset
uspto-grants-2014_01
Patent number
US08633317B2

Reaction notes

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