Diisopropylethylamine → HCID 58556914, compound

HRID 453677Notes

Reaction equation

Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[NH2:12][C:13]1[CH:14]=[C:15]([CH:22]=[CH:23][CH:24]=1)[C:16]([O:18][CH2:19][CH:20]=[CH2:21])=[O:17].CCN(C(C)C)C(C)C>C(#N)C>[CH2:19]([O:18][C:16]([C:15]1[CH:14]=[C:13]([NH:12][CH:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:3]([OH:5])=[O:4])[CH:24]=[CH:23][CH:22]=1)=[O:17])[CH:20]=[CH2:21]

Participants

Conditions

Temperature: 100 °C

Procedure

2-Bromo-2-phenylacetic acid (1.86 g, 8.65 mmol) was added to a solution of allyl 3-aminobenzoate (2.30 g, 13.0 mmol) and DIPEA (2.27 ml, 13.0 mmol) in acetonitrile (48 ml). The reaction was heated at 100° C. for 1 hour under microwave irradiation. The solvent was removed in vacuo and the residue was purified by flash chromatography (DCM/MeOH=95/5) to obtain 2-(3-(allyloxycarbonyl)phenylamino)-2-phenylacetic acid (2.65 g, 98% yield).

Workup

customThe solvent was removed in vacuo
customthe residue was purified by flash chromatography (DCM/MeOH=95/5)

Sources & evidence

ORD record: ord-4c509a92afb94c3485972302a7ca0f81
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492548B2

Reaction notes

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