Water → HCID 178487711, compound

HRID 420082

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[C:7]([Cl:14])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([N:15]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[N:16]2)[CH:3]=1.CC(O[K])=[O:26].O>CS(C)=O>[Cl:14][C:7]1[C:8]([O:12][CH3:13])=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([N:15]1[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[N:16]1)[CH:3]=[C:2]2[OH:26]

Participants

Conditions

Temperature: 140 °C

Procedure

To a solution of compound 119b (250 mg) in DMSO (2.5 mL) was added CH3COOK (3 eq.), water (2 eq.). The reaction mixture was heated to 140° C. for 4 hrs. After cooled to RT, water (1 mL) was added to the reaction mixture slowly under stirring. Solid was filtered and washed with water to yield compound 88b in >80% yield. In a separate reaction, when 5 eq. of CH3COOK was used, the reaction was completed in 1 hr.

Workup

temperatureAfter cooled to RT
filtrationSolid was filtered
washwashed with water

Sources & evidence

ORD record: ord-dc9bd193c5ad415e9613025dfc85b1ff
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093379B2

Linked notes

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