Hydrochloric Acid → HCID 71263599, compound

HRID 1424858Notes

Reaction equation

HRID 1424858 reaction equation
Cl.[CH:2]1([C:5]2[C:6]([N:25]([C:30]3[CH:35]=[CH:34][C:33]([B:36]([OH:38])O)=[C:32]([CH2:39][O:40]COC)[CH:31]=3)[S:26]([CH3:29])(=[O:28])=[O:27])=[CH:7][C:8]3[O:12][C:11]([C:13]4[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=4)=[C:10]([C:20](=[O:23])[NH:21][CH3:22])[C:9]=3[CH:24]=2)[CH2:4][CH2:3]1>O1CCCC1.CO>[CH:2]1([C:5]2[C:6]([N:25]([C:30]3[CH:35]=[CH:34][C:33]4[B:36]([OH:38])[O:40][CH2:39][C:32]=4[CH:31]=3)[S:26]([CH3:29])(=[O:28])=[O:27])=[CH:7][C:8]3[O:12][C:11]([C:13]4[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=4)=[C:10]([C:20]([NH:21][CH3:22])=[O:23])[C:9]=3[CH:24]=2)[CH2:3][CH2:4]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131732305HCID 131732305, compound

Product 1

HCID 71263599HCID 71263599, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

HCl (1.0 mL, 1.000 mmol) was added to a solution of (4-(N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-6-yl)methylsulfonamido)-2-((methoxymethoxy)methyl)phenyl)boronic acid (53 mg, 0.089 mmol) in tetrahydrofuran (1.0 mL) and methanol (0.2 mL). The mixture was heated to 70° C. under N2 overnight. Cooled down to room temperature, it was then evaporated to dry under reduced pressure to give the desired product (46 mg, 97%) as light-yellow solid.

Workup

  1. temperatureCooled down to room temperature
  2. customit was then evaporated
  3. customto dry under reduced pressure

Sources & evidence

ORD record
ord-039c505201b04dca9a2b59193eb41b62
Source dataset
uspto-grants-2015_01
Patent number
US08927593B2

Reaction notes

Loading…