2-Methoxycarbonyl-5-pyridineboronic acid, pinacol ester → HCID 117727959, compound

HRID 1772620Notes

Reaction equation

HRID 1772620 reaction equation
Br[C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][O:12][C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=3)[N:10]=[C:6]2[C:5]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[N:4][CH:3]=1.CC1(C)C(C)(C)OB([C:37]2[CH:38]=[CH:39][C:40]([C:43]([O:45][CH3:46])=[O:44])=[N:41][CH:42]=2)O1>>[N:23]1([C:5]2[C:6]3[N:7]([CH:8]=[C:9]([CH2:11][O:12][C:13]4[CH:22]=[CH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[N:14]=4)[N:10]=3)[C:2]([C:37]3[CH:38]=[CH:39][C:40]([C:43]([O:45][CH3:46])=[O:44])=[N:41][CH:42]=3)=[CH:3][N:4]=2)[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 467386632-Methoxycarbonyl-5-pyridineboronic acid, pinacol esterHCID 117728336HCID 117728336, compound

Product 1

HCID 117727959HCID 117727959, compoundYield 35%

Procedure

Compound 15a (1.50 g, 3.24 mmol) was subjected to Suzuki coupling conditions with methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate using the reaction conditions described in Example 1, Step G to obtain compound 15b as a yellow solid (600 mg, 35% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C27H24N6O4: 497.2 (M+H). Found 497.2.

Workup

  1. customthe reaction conditions

Sources & evidence

ORD record
ord-81ae584d355244d484a4284536b9b078
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

Loading…