Methyl 6-bromo-5-fluoropyridine-2-carboxylate → HCID 86713865, compound

HRID 521925Notes

Reaction equation

HRID 521925 reaction equation
FC1C=C(OC)C=C(F)C=1C1SC=C(C(O)=O)N=1.[F:19][C:20]1[CH:21]=[C:22]([CH:36]([OH:38])[CH3:37])[CH:23]=[C:24]([F:35])[C:25]=1B1OC(C)(C)C(C)(C)O1.Br[C:40]1[N:45]=[C:44]([C:46]([O:48]C)=[O:47])[CH:43]=[CH:42][C:41]=1[F:50]>>[F:35][C:24]1[CH:23]=[C:22]([CH:36]([OH:38])[CH3:37])[CH:21]=[C:20]([F:19])[C:25]=1[C:40]1[N:45]=[C:44]([C:46]([OH:48])=[O:47])[CH:43]=[CH:42][C:41]=1[F:50]

Participants

4

Reactant 3

HCID 46311204Methyl 6-bromo-5-fluoropyridine-2-carboxylateHCID 834100432-(2,6-Difluoro-4-methoxyphenyl)thiazole-4-carboxylic acidHCID 867138511-(3,5-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol2×

Product 1

HCID 86713865HCID 86713865, compound

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)ethanol (Intermediate 106) and replacing methyl 2-bromothiazole-4-carboxylate with methyl 6-bromo-5-fluoropicolinate (see US2012/225062) gave the title compound.

Sources & evidence

ORD record
ord-828d53d4ba074e86b5ae52ef90989a03
Source dataset
uspto-grants-2016_05
Patent number
US09328106B2

Reaction notes

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