HCID 67324009, compound → HCID 67325730, compound

HRID 1397350Notes

Reaction equation

HRID 1397350 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])[S:11][CH:12]=2)=[CH:4][CH:3]=1.[C:18]([C:20]1[CH:21]=[N:22][C:23]([CH3:29])=[C:24]([CH:28]=1)[C:25](O)=[O:26])#[N:19]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH:15][C:25](=[O:26])[C:24]3[CH:28]=[C:20]([C:18]#[N:19])[CH:21]=[N:22][C:23]=3[CH3:29])[S:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67324009HCID 67324009, compoundHCID 673255845-Cyano-2-methyl-3-pyridinecarboxylic acid

Product 1

HCID 67325730HCID 67325730, compoundYield 46%

Procedure

This compound was synthesized from 2-(4-(4-chlorophenyl)thiazol-2-yl)-2-methylpropan-1-amine and 5-cyano-2-methylnicotinic acid as described in example 8 step 6 (200 mg, yield 46%). 1H NMR (300 MHz, CDCl3) δ 8.81 (m, 1H), 8.00-7.99 (m, 1H), 7.70-7.67 (m, 2H), 7.50-7.46 (m, 1H), 7.41-7.37 (m, 3H), 3.81-3.79 (d, J=5.7 Hz, 2H), 2.81 (s, 3H), 1.57 (s, 6H). MS (ESI) m/z: Calculated for C21H19ClN4OS: 410.10. found: 411.1 (M+H)+.

Sources & evidence

ORD record
ord-c676993362e744df98ea9af9bae03335
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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