2,4,6-Trimethylpyridine → HCID 44285578, compound

HRID 1708200Notes

Reaction equation

F[B-](F)(F)F.[O:6]=[N+:7]=[O:8].N1C(C)=CC(C)=CC=1C.[OH:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]([C@@H:26]1[CH2:30][S:29][C:28](=[O:31])[NH:27]1)=[O:25]>>[N+:7]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]([C@@H:26]1[CH2:30][S:29][C:28](=[O:31])[NH:27]1)=[O:25])([O-:8])=[O:6]

Participants

Reactant 3

HCID 79532,4,6-Trimethylpyridine

HCID 11073463Nitronium tetrafluoroborate

HCID 54320074HCID 54320074, compound

Product 1

HCID 44285578HCID 44285578, compoundYield 20.9%

Procedure

Following a procedure similar to that described in Example 16(b), but using 195 mg of nitronium tetrafluoroborate, 157 mg of 2,4,6-collidine and 218 mg of (4R)-N-(4-hydroxybutyl)-2-oxothiazolidine-4-carboxamide [prepared as described in step (a) above], 55 mg of the title compound were obtained as colorless needles, melting at 68°-70° C.

Sources & evidence

ORD record: ord-c53d8d2b5f154a1cb76e87ad5d77b17b
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05356918

Reaction notes

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