Hydrochloric Acid → HCID 68516074, compound

HRID 639922Notes

Reaction equation

[C-]#N.[Na+].[CH2:4]([N:7]1[C:16]([C:17]#[N:18])=[C:15]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:26]C)[CH:13]=2)[C:8]1=[O:28])[CH:5]=[CH2:6].Cl>CS(C)=O>[CH2:4]([N:7]1[C:16]([C:17]#[N:18])=[C:15]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:26])[CH:13]=2)[C:8]1=[O:28])[CH:5]=[CH2:6]

Participants

Conditions

Temperature: 150 °C

Procedure

Sodium cyanide (3.3 g, 67.2 mmol) was added to a suspension of 2-Allyl-4-(3-fluorophenyl)-6-methoxy-1-oxo-1,2-dihydroisoquinoline-3-carbonitrile (7.5 g, 22.4 mmol) in DMSO (100 mL). The reaction mixture was heated to 150° C. for 18 h. The reaction was cooled to room temperature and diluted with ice water (100 mL). This was acidified to a pH of 5 with 6M HCl. The brown precipitate was filtered and washed with ether to yield the title compound as a brown solid.

Workup

temperatureThe reaction was cooled to room temperature
filtrationThe brown precipitate was filtered
washwashed with ether

Sources & evidence

ORD record: ord-c6fdd1c70dc94fa6833d5a63cdc271ee
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07691879B2

Reaction notes

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