2-Methylpyridine-5-boronic acid → HCID 66802465, compound

HRID 1057191Notes

Reaction equation

HRID 1057191 reaction equation
[OH:1][C:2]1[CH:3]=[C:4](/[C:8](/[CH2:38][CH3:39])=[C:9](\[C:25]2[CH:30]=[CH:29][C:28](/[CH:31]=[CH:32]/[C:33]([O:35]CC)=[O:34])=[CH:27][CH:26]=2)/[C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[N:15](C2CCCCO2)[N:14]=[CH:13]3)[CH:5]=[CH:6][CH:7]=1.[CH3:40][C:41]1[N:46]=[CH:45][C:44](B(O)O)=[CH:43][CH:42]=1.BrC1C=CC(OC2C=CC=CC=2)=CC=1Cl>>[NH:15]1[C:16]2[C:12](=[CH:11][C:10](/[C:9](/[C:25]3[CH:26]=[CH:27][C:28](/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34])=[CH:29][CH:30]=3)=[C:8](/[C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([O:1][C:44]4[CH:45]=[N:46][C:41]([CH3:40])=[CH:42][CH:43]=4)[CH:3]=3)\[CH2:38][CH3:39])=[CH:18][CH:17]=2)[CH:13]=[N:14]1

Participants

4

Reactant 3

HCID 27630812-Methylpyridine-5-boronic acidHCID 21454544HCID 21454544, compoundHCID 66794676(E)-ethyl 3-(4-((E)-2-(3-hydroxyphenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylate2×

Product 1

HCID 66802465HCID 66802465, compound

Procedure

The title compound was prepared from (E)-ethyl 3-(4-((E)-2-(3-hydroxyphenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylate (Compound 346, Step 1) and (6-methylpyridin-3-yl)boronic acid following the procedure outlined for Intermediate 65 and then General Procedures F and G. LCMS: 502 (M+H)+.

Sources & evidence

ORD record
ord-8abb993c800c4947a18ca25ddd2f3151
Source dataset
uspto-grants-2016_07
Patent number
US09399646B2

Reaction notes

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