Acetonitrile → HCID 53307908, compound

HRID 1846639Notes

Reaction equation

HRID 1846639 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[C:5]([NH:7][C:8]1[C:9]([N:15]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6].[C:25](#[N:27])[CH3:26]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[C:5]([NH:7][C:8]1[C:9]([N:15]2[CH2:21][CH2:20][CH2:19][N:18]([CH2:26][CH2:25][N:27]3[CH2:4][CH2:3][CH2:2][CH2:24][CH2:23]3)[CH2:17][CH2:16]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 59548730HCID 59548730, compound

Product 1

HCID 53307908HCID 53307908, compoundYield 9%

Conditions

Temperature
175 °C

Procedure

A mixture of 0.035 g (0.096 mmol) of 3-chloro-N-(5-chloro-2-[1,4]diazepan-1-yl-pyridin-3-yl)-benzamide in 0.053 g (0.29 mmol) of 2-pyridino-1-ethylchloride hydrochloride in acetonitrile (2 mL) is heated at 175° C. in a microwave reactor for 30 minutes. The mixture is cooled to room temperature and concentrated under reduced pressure. The residue is purified by flash silica gel chromatography to provide 0.004 g (9%) of the title compound (108) as a red solid. [M+H]+=476.2.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue is purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-1ce7b219fd3149ac89e6c467eb894241
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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