Acetic Acid → HCID 44467818, compound

HRID 2281432Notes

Reaction equation

HRID 2281432 reaction equation
[CH:1]1([NH:5][C:6]2[C:7]3[CH:34]=[CH:33][NH:32][C:8]=3[N:9]=[C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([N:22]([CH2:24][C:25]([O:27]CCCC)=[O:26])[CH3:23])(=[O:21])=[O:20])=[CH:15][CH:14]=3)[N:11]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].CC(O)=O.O>CO>[CH:1]1([NH:5][C:6]2[C:7]3[CH:34]=[CH:33][NH:32][C:8]=3[N:9]=[C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([N:22]([CH2:24][C:25]([OH:27])=[O:26])[CH3:23])(=[O:20])=[O:21])=[CH:15][CH:14]=3)[N:11]=2)[CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium Hydroxide2×HCID 57990416HCID 57990416, compound

Product 1

HCID 44467818HCID 44467818, compoundYield 22.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of butyl 2-(4-(4-(cyclobutylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-N-methylphenylsulfonamido)acetate (15 mg, 0.031 mmol) in MeOH (2 mL), aqueous 1N NaOH (1.00 mL, 1.00 mmol) was added. The mixture was stirred at room temperature for 3 h. Glacial HOAc (0.20 mL) was added to neutralize NaOH. When water was added, precipitate came out, which was collected by filtration to give the titled compound (3 mg). MS 431.0 (M+H); UV 206.1, 312.7 nm.

Workup

  1. filtrationwhich was collected by filtration

Sources & evidence

ORD record
ord-a9badd6e65de4dfea4cd50e8d7756734
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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