(2H-1,3-benzodioxol-5-yl)boronic acid → 6-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-pyridine-2-carboxylic acid

HRID 2113035Notes

Reaction equation

HRID 2113035 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17](I)=[CH:16][CH:15]=2)[N:7]=1)=[O:5])C.[CH2:21]1[O:29][C:28]2[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][C:23]=2[O:22]1>>[O:22]1[C:23]2[CH:24]=[CH:25][C:26]([C:17]3[CH:16]=[CH:15][C:14]([O:13][CH2:12][C:8]4[N:7]=[C:6]([C:4]([OH:3])=[O:5])[CH:11]=[CH:10][CH:9]=4)=[CH:19][CH:18]=3)=[CH:27][C:28]=2[O:29][CH2:21]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 576433526-(4-Iodo-phenoxymethyl)-pyridine-2-carboxylic acid ethyl ester2×

Product 1

HCID 115011616-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-pyridine-2-carboxylic acid

Procedure

6-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-pyridine-2-carboxylic acid was prepared using general procedure 3 from 6-(4-iodo-phenoxymethyl)-pyridine-2-carboxylic acid ethyl ester (of Intermediate 3) and 3,4-methylenedioxybenzeneboronic acid (ASDI Incorporated, Newark, Del.). Mass spectrum MH+=350.

Sources & evidence

ORD record
ord-33a1f2b00c4f4ba0afd6a3d0dedc0097
Source dataset
uspto-grants-2009_04
Patent number
US07524870B2

Reaction notes

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