Isobutyl chloroformate → [1,2,3]Thiadiazolo[5,4-b]pyridin-6-ylmethanol

HRID 2214964Notes

Reaction equation

HRID 2214964 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([C:10](O)=[O:11])[CH:8]=2)[S:3][N:2]=1.C(OC(Cl)=O)C(C)C.[BH4-].[Na+]>>[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([CH2:10][OH:11])[CH:8]=2)[S:3][N:2]=1

Participants

4

Reactant 3

HCID 62365Isobutyl chloroformateHCID 4311764Sodium borohydrideHCID 21873749[1,2,3]Thiadiazolo[5,4-b]pyridine-6-carboxylic acid

Product 1

HCID 21873601[1,2,3]Thiadiazolo[5,4-b]pyridin-6-ylmethanolYield 15.9%

Procedure

The carboxylic acid (iii) (0.82 g) was reacted with isobutylchloroformate and sodium borohydride to afford a semi-solid (0.12 g), after chromatography on silica gel (chloroform).

Sources & evidence

ORD record
ord-62bb8549b0bb404db31e93d18de99b8c
Source dataset
uspto-grants-2006_09
Patent number
US07109213B2

Reaction notes

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