(1-Methyl-1H-indol-2-yl)boronic acid → HCID 58215647, compound

HRID 1661663Notes

Reaction equation

HRID 1661663 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:8][NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:5]=[N:6][CH:7]=1.[CH3:14][N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]1B(O)O>>[CH3:14][N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]1[C:2]1[CH:3]=[C:4]([CH2:8][NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:5]=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 22733820(1-Methyl-1H-indol-2-yl)boronic acidHCID 59534656N-[(5-Bromo-3-pyridinyl)methyl]methanesulfonamide

Product 1

HCID 58215647HCID 58215647, compound

Procedure

N-(5-Bromo-pyridin-3-ylmethyl)-methanesulfonamide and N-methyl-indoleboronic acid are processed according to the method described in Example 100 to give N-[5-(1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]-methanesulfonamide. 1H NMR (400 MHz, MeOD) δ ppm 3.03 (s, 3H), 3.82 (s, 3H), 4.45 (s, 2H), 6.70 (s, 1H), 7.13 (t, J=7.5 Hz, 1 H), 7.23-7.31 (m, 1H), 7.48 (d, J=8.1 Hz, 1H), 7.63 (d, J=7.8 Hz, 1H), 8.10 (t, J=2.0 Hz, 1H), 8.62 (d, J=2.0 Hz, 1H), 8.72 (d, J=2.0 Hz, 1H). HRMS (ESI) m/z 316.1108 [(M+H)+ Calcd for C16H18N3O2S: 316.1120].

Sources & evidence

ORD record
ord-019dfea67af244eca355f0b480270cd1
Source dataset
uspto-grants-2011_10
Patent number
US08030334B2

Reaction notes

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