Methyl Thioglycolate → 3,5-Dichloro-2-fluoro-4-(3-isopropyl-4-hydroxyphenoxy)-6-hydroxycarbonylmethylthiopyridine

HRID 352542Notes

Reaction equation

[SH:1][CH2:2][C:3]([O:5]C)=[O:4].[Cl:7][C:8]1[C:9]([F:33])=[N:10][C:11](NCC(OC)=O)=[C:12]([Cl:26])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21]C)=[C:17]([CH:23]([CH3:25])[CH3:24])[CH:16]=1>>[Cl:7][C:8]1[C:9]([F:33])=[N:10][C:11]([S:1][CH2:2][C:3]([OH:5])=[O:4])=[C:12]([Cl:26])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([CH:23]([CH3:25])[CH3:24])[CH:16]=1

Participants

Reactant 2

HCID 16907Methyl Thioglycolate

HCID 98881843,5-Dichloro-2-fluoro-4-(3-isopropyl-4-methoxyphenoxy)-6-methoxycarbonylmethylamino-pyridine

Product 1

HCID 129878713,5-Dichloro-2-fluoro-4-(3-isopropyl-4-hydroxyphenoxy)-6-hydroxycarbonylmethylthiopyridine

Procedure

By use of methyl mercaptoacetate in place of glycine methyl ester for the preparation of Compound 1e followed by deprotection as described for example 2.

Sources & evidence

ORD record: ord-e100dd874c334c338dd1ada760046b2f
Source dataset: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06747048B2

Reaction notes

Loading…