Benzoyl chloride → (3-Methyl-2-pyridin-3-yl-indol-1-yl)-phenyl-methanone

HRID 593520Notes

Reaction equation

HRID 593520 reaction equation
Cl.[CH3:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]=1[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH3:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:25])[C:4]=1[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 445539613-Methyl-2-(3-pyridyl)indole hydrochloride

Product 1

HCID 58215803(3-Methyl-2-pyridin-3-yl-indol-1-yl)-phenyl-methanone

Procedure

3-Methyl-2-pyridin-3-yl-1H-indole hydrochloride and benzoyl chloride are processed according to the method described in Example 38 to give (3-methyl-2-pyridin-3-yl-indol-1-yl)-phenyl-methanone. 1H NMR (400 MHz, MeOD) δ ppm 2.33 (s, 3H), 7.26-7.40 (m, 5H), 7.45-7.52 (m, 1H), 7.57 (d, J=1.3 Hz, 1H), 7.59 (s, 1H), 7.63 (dd, J=7.1, 1.3 Hz, 1H), 7.68-7.73 (m, 1H), 7.75 (dt, J=7.8, 1.9 Hz, 1H), 8.33 (dd, J=5.1, 1.5 Hz, 1H), 8.47 (d, J=1.3 Hz, 2H). HRMS (ESI) m/z 313.1337 [(M+H)+ Calcd for C21H17N2O: 313.1341].

Sources & evidence

ORD record
ord-7e9e17b1573c4d4fa950f756c87cb6c7
Source dataset
uspto-grants-2016_01
Patent number
US09242963B2

Reaction notes

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