Water → HCID 77230926, compound

HRID 1466079Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH2:8][C:7](=[O:14])[CH2:6][CH2:5]2.COC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.[CH3:44][N:45](C=O)C.O>CCOC(C)=O.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].[C-]#N.[Zn+2].[C-]#N>[CH3:13][O:12][C:11]1[C:2]([C:44]#[N:45])=[CH:3][C:4]2[CH2:5][CH2:6][C:7](=[O:14])[CH2:8][C:9]=2[CH:10]=1

Participants

Conditions

Temperature: 170 °C

Procedure

To a microwave tube with a stir bar and charged with 6-Bromo-7-methoxy-3,4-dihydronaphthalen-2(1H)-one (25 mg, 0.098 mmol) was added Pd2(dba)3 (2.69 mg, 2.94 μmol), S-Phos (2.82 mg, 6.86 μmol), zinc cyanide (17 mg, 0.15 mmol), DMF (1.5 ml) and water (0.015 ml). The tube was sealed and heated to 170° C. for 5 minutes. The reaction was then diluted with EtOAc, washed with NH4Cl and brine, and the resulting product was purified by MPLC.

Workup

customThe tube was sealed
washwashed with NH4Cl and brine
customthe resulting product was purified by MPLC

Sources & evidence

ORD record: ord-441ac6d9f537479b886e22aa459cd0c9
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08999990B2

Reaction notes

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