Pyrrolidine → HCID 86632067, compound

HRID 504518Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[CH2:12]([O:14][C:15](=[O:29])[C:16]([O:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[CH:27]=O)([CH3:18])[CH3:17])[CH3:13].N1CCCC1>CO>[CH2:12]([O:14][C:15](=[O:29])[C:16]([O:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1/[CH:27]=[C:6]1\[C:7](=[O:11])[NH:8][C:9]2[C:5]\1=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)([CH3:17])[CH3:18])[CH3:13]

Participants

Conditions

Temperature: 70 °C

Procedure

To the mixture of 6-chlorooxindole (5.3 g, 31.7 mmol) and 2-(4-fluoro-2-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (8 g, 31.7 mmol) in methanol (30 mL) was added pyrrolidine (2.6 mL, 31.7 mmol) dropwise. Then the mixture was heated at 70° C. for 3 h. After cooled to room temperature, the mixture was filtered and the precipitate was collected, dried to give the title compound as a yellow solid (10 g).

Workup

temperatureAfter cooled to room temperature
filtrationthe mixture was filtered
customthe precipitate was collected
customdried

Sources & evidence

ORD record: ord-d7380f3f3785486ba72a8cbb0bbec6fc
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776875B2

Reaction notes

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