Sodium Bicarbonate → HCID 16108985, compound

HRID 1361642Notes

Reaction equation

HRID 1361642 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[F:16][C:17]1[C:22](B(O)O)=[CH:21][CH:20]=[CH:19][N:18]=1.C([O-])(O)=O.[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.COCCOC>[F:16][C:17]1[C:22]([C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 27832702-Fluoropyridine-3-boronic acid

Product 1

HCID 16108985HCID 16108985, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

4-Chloro-6,7-dimethoxy-quinazoline (250 mg, 1.11 mmol), 2-fluoropyridine-3-boronic acid (173 mg, 1.22 mmol), Pd(PPh3)4 (128 mg, 0.11 mmol), DME (4.0 mL) and 1 M NaHCO3 (1.0 mL) were reacted in a manner similar to Example 72. MS m/z=286 [M+1]+. Calc'd for C15H12FN3O2: 285.28.

Sources & evidence

ORD record
ord-45e0f163789c459c867a270f99af665b
Source dataset
uspto-grants-2011_02
Patent number
US07880000B2

Reaction notes

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