2-Methylimidazole → HCID 23207985, compound

HRID 1078398Notes

Reaction equation

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

Participants

Reactant 2

HCID 127492-Methylimidazole

HCID 19429525HCID 19429525, compound

Product 1

HCID 23207985HCID 23207985, compoundYield 53.7%

Procedure

In a similar manner to Example 70, 5-chloro-N-(4-chlorobenzyl)valeramide (10.3 g, prepared from 4-chlorobenzylamine and 5-chlorovaleryl chloride) and 2-methylimidazole (6.5 g) were reacted together to give N-(4-chlorobenzyl)-5-(2-methylimidazol-1-yl) valeramide, (6.5 g) , m.p. 72°-75° C. which was reduced with borane/THF (86 ml, 1M) to give N-(4-chlorobenzyl)-5-(2-methylimidazol-1-yl)pentylamine, b.p. 170°-185° C. (0.1 mmHg).

Sources & evidence

ORD record: ord-465a748b508f42f1ae7e978aff4b3ca9
Source dataset: uspto-grants-1996_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05547972

Reaction notes

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