Hydrofluoric Acid → HCID 178510468, compound

HRID 1873597Notes

Reaction equation

HRID 1873597 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C@H:10]2[CH2:15][CH2:14][C@H:13]([O:16][Si](C(C)(C)C)(C)C)[CH2:12][CH2:11]2)[C:5]([C:24]#[N:25])=[C:4]([S:26][CH2:27][C:28]2[N:29]=[C:30]([C:33]3[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=3)[S:31][CH:32]=2)[N:3]=1.F>C(#N)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C@H:10]2[CH2:15][CH2:14][C@H:13]([OH:16])[CH2:12][CH2:11]2)[C:5]([C:24]#[N:25])=[C:4]([S:26][CH2:27][C:28]2[N:29]=[C:30]([C:33]3[CH:34]=[CH:35][C:36]([Cl:39])=[CH:37][CH:38]=3)[S:31][CH:32]=2)[N:3]=1

Participants

4

Reactant 2

HCID 14917Hydrofluoric AcidHCID 178455313HCID 178455313, compound

Product 1

HCID 178510468HCID 178510468, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

25 mg (0.04 mmol) of the compound from Example 13A (trans isomer) are dissolved in 1 ml of dry acetonitrile, and 0.1 ml (2.30 mmol) of 40% strength hydrofluoric acid is added. The reaction mixture is stirred at RT for 2 h. The mixture is then directly purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Workup

  1. customThe mixture is then directly purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

Sources & evidence

ORD record
ord-f4ad7ca36e7f40d59450af997d94e095
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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