Hydrochloric Acid → HCID 9866244, compound

HRID 1282421Notes

Reaction equation

Br[C:2]1[C:7]2[CH:8]=[C:9]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH2:21][F:22])([CH2:19][F:20])[CH:3]=1.[C:23]([CH2:25][CH2:26][NH2:27])#[N:24].[I-].[K+].Cl.CN(C)[CH:33]=[O:34]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:23]([CH2:25][CH2:26][NH:27][C:33]([C:2]1[C:7]2[CH:8]=[C:9]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH2:21][F:22])([CH2:19][F:20])[CH:3]=1)=[O:34])#[N:24]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 4-bromo-6-pentafluoroethyl-2,2-bis(fluoromethyl)-2H-1-benzopyran (0.40 g), bis(triphenylphosphine)palladium chloride (28 mg), 2-cyanoethylamine (0.28 g), potassium iodide (0.17 g) and N,N-dimethylformamide (5 ml) was stirred under a CO atmosphere at 80° C. for 2 hours. To the reaction mixture, 2N HCl was added, followed by extraction with ethyl acetate; the extract was dried with sodium sulfate and subjected to silica gel column chromatography (eluent; hexane/ethyl acetate=1/1) to give the titled compound (0.33 g) having a melting point of 144-145° C.

Workup

extractionfollowed by extraction with ethyl acetate
dry with materialthe extract was dried with sodium sulfate

Sources & evidence

ORD record: ord-8c0846086ea848d5a5d450584af2f572
Source dataset: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06455708B1

Reaction notes

Loading…