HCID 3345586, compound → HCID 19367145, compound

HRID 1416277Notes

Reaction equation

HRID 1416277 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]2[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][N:6]2[CH:12]=1.[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[C:18]([CH:21]=1)[C:19]#[N:20]>>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([N:22]2[CH2:23][CH2:24][N:25]([CH2:2][C:3]3[N:4]=[C:5]4[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][N:6]4[CH:12]=3)[CH2:26][CH2:27]2)=[C:18]([CH:21]=1)[C:19]#[N:20]

Participants

3

Reactant 2

HCID 3345586HCID 3345586, compoundHCID 193671275-Chloro-2-(piperazin-1-yl)benzonitrile

Product 1

HCID 19367145HCID 19367145, compoundYield 31.1%

Procedure

Following the general procedure of Example 9, Step 2, and making non-critical variations, 2-(chloromethyl)-6-methylimidazo[1,2-α]pyridine (Example 9, Step 1; 0.2792 g) and 5-chloro-2-(piperazin-1-yl)benzonitrile (Example 32, Step 1; 0.4029 g) give 0.176 g of the title compound after chromatography and crystallization from ethyl ether/dichloromethane; mp 135-136° C.; MS m/z 365, 367; IR (mineral oil) 1486, 803, 1341, 825, 1333 cm-1 ; 1H NMR (CDCl3) δ2.31, 2.78, 3.25, 3.77, 6.92, 7.00, 7.39-7.50, 7.86.

Sources & evidence

ORD record
ord-18a1e8547bce466d92c055f5d5e502dc
Source dataset
uspto-grants-1999_06
Patent number
US05912246

Reaction notes

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