2-Furancarbonyl chloride → HCID 66939081, compound

HRID 1716932Notes

Reaction equation

HRID 1716932 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[N:4]=1.[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([Cl:24])=[O:23]>N1C=CC=CC=1>[ClH:24].[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1)[C:3]1[N:4]=[C:5]([NH:9][C:22]([C:18]2[O:17][CH:21]=[CH:20][CH:19]=2)=[O:23])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66939081HCID 66939081, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepare according to procedure in Example 69 starting with N-methyl-N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine (Preparation 34, 175 mg, 0.794 mmol), 2-furoyl chloride (117 μL, 1.19 mmol), and pyridine (15 mL) to yield 243 mg (87%) of the title compound: mass spectrum (ion spray): m/z=315.1 (M+1); Analysis calc'd for C17H23N4O2Cl.0.2H2O: C, 57.60; H, 6.65; N, 15.81. Found: C, 57.31; H, 6.72; N, 15.81. mp 116-9° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-50e3ccca27954b41904d902314201b93
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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