Sodium Carbonate → HCID 11750889, compound

HRID 643731Notes

Reaction equation

HRID 643731 reaction equation
Br[C:2]1[S:25][C:5]2[CH2:6][CH2:7][C:8]3[CH:9]=[N:10][C:11]([NH:14][C:15]4[CH:16]=[C:17]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=4)=[N:12][C:13]=3[C:4]=2[CH:3]=1.[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C([O-])([O-])=O.[Na+].[Na+].CCO.O>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>[C:26]1([C:2]2[S:25][C:5]3[CH2:6][CH2:7][C:8]4[CH:9]=[N:10][C:11]([NH:14][C:15]5[CH:16]=[C:17]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=5)=[N:12][C:13]=4[C:4]=3[CH:3]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

7

Reactant 4

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 19096565Water ethanolHCID 59262884HCID 59262884, compound

Product 1

HCID 11750889HCID 11750889, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

To the 3-(8-Bromo-5,6-dihydro-thieno[2,3-h]quinazolin-2-ylamino)-benzenesulfonamide (200 mg, 0.46 mmol) in a 10 mL microwave reaction tube was added Phenyl boronic acid (56 mg, 0.46 mmol), 2M Na2CO3(aq) (920 μL, 1.84 mmol), Pd(PPh3)4 (5.3 mg, 0.0046 mmol), 3:4 EtOH/H2O (1.5 mL) and DME (2.5 mL).

Sources & evidence

ORD record
ord-af12b5a3e68040979ef8ed4ab4002893
Source dataset
uspto-grants-2010_04
Patent number
US07700609B2

Reaction notes

Loading…