Sodium Sulfide → Sodium [3-cyano-4-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridine-2-thiolate]

HRID 1916265Notes

Reaction equation

[S-2:1].[Na+:2].[Na+].Cl[C:5]1[N:10]=[C:9]2[CH2:11][CH2:12][CH2:13][C:8]2=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]=1[C:20]#[N:21]>CN(C=O)C>[C:20]([C:6]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:8]2[CH2:13][CH2:12][CH2:11][C:9]2=[N:10][C:5]=1[S-:1])#[N:21].[Na+:2]

Participants

Conditions

Temperature: 30 °C

Procedure

147 mg (1.89 mmol) of sodium sulfide are added to a solution of 400 mg (1.57 mmol) of the compound from Example 17A in 4.8 ml DMF, and the mixture was stirred at 30° C. for 5 h. Without further work-up, the reaction mixture was directly reacted further.

Workup

customWithout further work-up, the reaction mixture was directly reacted further

Sources & evidence

ORD record: ord-450d071658da436994ae407f508b83b1
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618119B2

Reaction notes

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