Methanol → HCID 178509254, compound

HRID 46272Notes

Reaction equation

HRID 46272 reaction equation
[NH2:1][C:2]1[C:6]([C:7]2[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:8]=2[O:9][C:10]2[C:15]([Cl:16])=[CH:14][C:13]([S:17]([N:20](COC)[C:21]3[CH:26]=[CH:25][N:24]=[CH:23][N:22]=3)(=[O:19])=[O:18])=[C:12]([F:30])[CH:11]=2)=[CH:5][N:4](C2CCCCO2)[N:3]=1.CO.O>Cl>[NH2:1][C:2]1[C:6]([C:7]2[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:8]=2[O:9][C:10]2[C:15]([Cl:16])=[CH:14][C:13]([S:17]([NH:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][N:22]=3)(=[O:19])=[O:18])=[C:12]([F:30])[CH:11]=2)=[CH:5][NH:4][N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 594365744-{2-[3-amino-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]-4-chlorophenoxy}-5-chloro-2-fluoro-N-(methoxymethyl)-N-pyrimidin-4-ylbenzenesulfonamide

Product 1

HCID 178509254HCID 178509254, compoundYield 108.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-{2-[3-amino-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]-4-chlorophenoxy}-5-chloro-2-fluoro-N-(methoxymethyl)-N-pyrimidin-4-ylbenzenesulfonamide (Preparation 887, 58 mg, 0.093 mmol) in methanol (1 mL, 20 mmol) and 2 M of hydrogen chloride in water (1 mL, 2 mmol) was heated at 60° C. for 2 hours then concentrated. The residue was liophilized from acetonitrile-water to give 50 mg of a white solid.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-89c2bf720499440e81683ce3f55f5519
Source dataset
uspto-grants-2013_09
Patent number
US08541588B2

Reaction notes

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