1-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol → 2-(2,6-Difluoro-4-(1-hydroxycyclobutyl)phenyl)thiazole-4-carboxylic acid

HRID 521900Notes

Reaction equation

HRID 521900 reaction equation
[F:1][C:2]1[CH:7]=[C:6](OC)[CH:5]=[C:4]([F:10])[C:3]=1[C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1.FC1C=C([C:36]2([OH:40])[CH2:39][CH2:38][CH2:37]2)C=C(F)C=1B1OC(C)(C)C(C)(C)O1>>[F:10][C:4]1[CH:5]=[C:6]([C:36]2([OH:40])[CH2:39][CH2:38][CH2:37]2)[CH:7]=[C:2]([F:1])[C:3]=1[C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1

Participants

3

Reactant 2

HCID 706551101-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol2×HCID 834100432-(2,6-Difluoro-4-methoxyphenyl)thiazole-4-carboxylic acid

Product 1

HCID 867138532-(2,6-Difluoro-4-(1-hydroxycyclobutyl)phenyl)thiazole-4-carboxylic acid

Procedure

Following the procedure of Intermediate 104, replacing 2,6-difluoro-4-methoxyphenylboronic acid with 1-(3,5-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutanol (Intermediate 108) gave the title compound.

Sources & evidence

ORD record
ord-2eed32902ace4c9c8984cd38458335b5
Source dataset
uspto-grants-2016_05
Patent number
US09328106B2

Reaction notes

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