Triethylamine → HCID 59425000, compound

HRID 506129Notes

Reaction equation

Cl[CH2:2][C:3]([N:5]([CH:14]1[CH2:16][CH2:15]1)[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)=[O:4].CCN(CC)CC.C1(C2C=CC=CC=2)C=CC=CC=1P(C(C)(C)C)C(C)(C)C>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:14]1([N:5]2[C:6]3[C:11](=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=3)[CH2:2][C:3]2=[O:4])[CH2:16][CH2:15]1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 2-chloro-N-cyclopropyl-N-(3-methoxy-phenyl)-acetamide (1.25 g, 5.2 mmol), Pd(OAc)2 (0.06 g, 0.26 mmol), Et3N (0.79 g, 1.10 mL, 7.8 mmol), biphenyl-2-yl-di-tert-butyl-phosphane (0.155 g, 0.52 mmol) in toluene (6.0 mL) was stirred at 80° C. overnight. After cooling to room temperature the mixture was purified on silica gel (CH2Cl2/EtOAc, 9.5:0.5) to provide 1-cyclopropyl-6-methoxy-1,3-dihydro-indol-2-one as a solid (0.89 g, 84%).

Workup

temperatureAfter cooling to room temperature the mixture
customwas purified on silica gel (CH2Cl2/EtOAc, 9.5:0.5)

Sources & evidence

ORD record: ord-581d4a2c643447239593291fe3ed8bc2
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781478B2

Reaction notes

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