2-Bromopyridine → HCID 11587474, compound

HRID 422335Notes

Reaction equation

HRID 422335 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]([CH3:22])[C:16](=[O:21])[CH2:17][CH2:18][C:19]#[CH:20]>>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]([CH3:22])[C:16](=[O:21])[CH2:17][CH2:18][C:19]#[C:20][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:17]([CH2:18][C:19]#[C:20][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[C:16]([NH:15][CH3:10])=[O:21]

Participants

4

Reactant 2

HCID 79732-BromopyridineHCID 86086877HCID 86086877, compound

Product 2

HCID 11587474HCID 11587474, compoundHCID 86630245HCID 86630245, compound

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (157 mg, 1.00 mmol) and pent-4-ynoic acid (2-chloro-phenyl)-methyl-amide (220 mg, 1.00 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 98:2) to yield 20 mg (66 μmol 7%) of N-(2-chlorophenyl-N-methyl-5-(pyridin-2-yl)pent-4-ynamide as a brown liquid.

Workup

  1. customThe crude residue was purified by flash chromatography (DCM/MeOH 98:2)

Sources & evidence

ORD record
ord-636723bf4b864949a63481cd9224a613
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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