Pyridine → HCID 6475484, compound

HRID 1197422Notes

Reaction equation

[CH3:1][C:2]1[C:8](=[O:9])[NH:7][C:5](=[O:6])[N:4]([C@@H:10]2[O:14][C@H:13]([CH2:15][OH:16])[C@@H:12]([N:17]=[N+:18]=[N-:19])[CH2:11]2)[CH:3]=1.N1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:25]=[CH:24]\[CH2:23]/[CH:22]=[CH:21]\[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:1][CH2:2][C:8]([O:16][CH2:15][C@H:13]1[O:14][C@@H:10]([N:4]2[C:5](=[O:6])[NH:7][C:8](=[O:9])[C:2]([CH3:1])=[CH:3]2)[CH2:11][C@@H:12]1[N:17]=[N+:18]=[N-:19])=[O:9]

Participants

Reactant 2

HCID 1049Pyridine

HCID 35370Zidovudine

Product 1

HCID 6475484HCID 6475484, compound

Procedure

The procedure for this preparation is exactly as above. The quantities used were as follows: AZT, 0.723 g, 2.70 mmol. LA acid chloride, 1.3 g, 4.36 mmol. 10 ml of anhydrous pyridine. Yield, 54% (0.770 g, 1.458 mmol).

Workup

customYield

Sources & evidence

ORD record: ord-0878621d0c1a4e4e8b40187eff1a347c
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05276020

Reaction notes

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