HCID 14222148, compound → HCID 58215642, compound

HRID 1630815Notes

Reaction equation

HRID 1630815 reaction equation
Cl[CH2:2][NH:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6].[CH3:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=2)[NH:13][C:12]=1[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1>>[C:20]([C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH2:2][NH:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6])[C:12]([C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)=[C:11]2[CH3:10])#[N:21]

Participants

3

Reactant 2

HCID 14222148HCID 14222148, compoundHCID 445541323-methyl-2-pyridin-3-yl-1H-indole-5-carbonitrile

Product 1

HCID 58215642HCID 58215642, compound

Procedure

N-Chloromethyl-2,2-dimethyl-propionamide and 3-methyl-2-pyridin-3-yl-1H-indole-5-carbonitrile (Example 6) are processed according to the method described in Example 68 to give N-(5-cyano-3-methyl-2-pyridin-3-yl-indol-1-ylmethyl)-2,2-dimethyl-propionamide. 1H NMR (400 MHz, MeOD) δ ppm 1.06 (s, 9H), 2.27 (s, 3H), 5.54 (s, 2H), 7.55 (dd, J=8.6, 1.8 Hz, 1H), 7.66 (ddd, J=7.9, 5.0, 1.0 Hz, 1H), 7.81 (d, J=8.6 Hz, 1H), 8.01-8.09 (m, 2H), 8.65-8.73 (m, 2H). HRMS (ESI) m/z 347.1863 [(M+H)+ Calcd for C21H23N4O: 347.1872].

Sources & evidence

ORD record
ord-4fcea1a8e07b4fe5a407bc0298f4a13c
Source dataset
uspto-grants-2014_07
Patent number
US08791141B2

Reaction notes

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