tert-Butyl 2-(bromomethyl)pyrrolidine-1-carboxylate → tert-butyl 2-{[4-(4-cyanopyridin-2-yl)-1H-imidazol-1-yl]methyl}pyrrolidine-1-carboxylate

HRID 2277494Notes

Reaction equation

HRID 2277494 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]#[N:13])[CH:9]=[CH:8][N:7]=2)[N:3]=[CH:2]1.[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26]Br)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:12]([C:10]1[CH:9]=[CH:8][N:7]=[C:6]([C:4]2[N:3]=[CH:2][N:1]([CH2:26][CH:22]3[CH2:23][CH2:24][CH2:25][N:21]3[C:19]([O:18][C:14]([CH3:15])([CH3:17])[CH3:16])=[O:20])[CH:5]=2)[CH:11]=1)#[N:13]

Participants

3

Reactant 2

HCID 14821711tert-Butyl 2-(bromomethyl)pyrrolidine-1-carboxylateHCID 178510201HCID 178510201, compound

Product 1

HCID 90407843tert-butyl 2-{[4-(4-cyanopyridin-2-yl)-1H-imidazol-1-yl]methyl}pyrrolidine-1-carboxylate

Procedure

The title compound was prepared from 2-(1H-imidazol-4-yl)pyridine-4-carbonitrile and tert-butyl-2-(bromomethyl)pyrrolidine-1-carboxylate according to the procedure for the preparation of Example 43, part A (heating to 120°). [M+H] Calc'd for C19H23N5O2, 354. Found, 354.

Workup

  1. temperatureA (heating to 120°)

Sources & evidence

ORD record
ord-1bd9f15f39144c298f2be5de759f8ff4
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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