Methane → HCID 21109849, compound

HRID 1766203Notes

Reaction equation

HRID 1766203 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][CH2:11][C:12]([N:14]2[CH2:19][CH2:18][CH:17]([N:20]3[CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22][C:21]3=[O:30])[CH2:16][CH2:15]2)=[O:13])=[CH:5][CH:4]=1)#[N:2].Cl.C.[H][H].[K+].[Br-]>CO.[Pd]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][C:12]([N:14]2[CH2:19][CH2:18][CH:17]([N:20]3[CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22][C:21]3=[O:30])[CH2:16][CH2:15]2)=[O:13])=[CH:7][CH:8]=1

Participants

8

Reactant 5

HCID 297MethaneHCID 313Hydrochloric AcidHCID 253877Potassium BromideHCID 21109851HCID 21109851, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21109849HCID 21109849, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.48 g (1.153 mmol) of 3-{1-[4-(4-cyanophenyl)-1,4-dioxobutyl]-4-piperidinyl}-3,4-dihydro-2(1H)-quinazolinone (Item no. 73) and 1.15 ml of 1N hydrochloric acid in 100 ml of methanol was hydrogenated at ambient temperature under 3 bar of pressure in the presence of 0.25 g of 10% palladium on active charcoal until the uptake of hydrogen had ended. The mixture was freed from catalyst and solvent and yielded 0.27 g (58% of theoretical) of a colourless substance, Rf 0.30 (El A). IR (KBr): 1662.5 (C═O) MS: M+406; ESI: (M+H)+=407

Workup

  1. customyielded 0.27 g (58% of theoretical) of a colourless substance, Rf 0.30 (El A)

Sources & evidence

ORD record
ord-090da39771d64a93be486f41114f2d29
Source dataset
uspto-grants-2007_06
Patent number
US07230001B1

Reaction notes

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