Cyclopropanecarbonyl chloride → HCID 66938913, compound

HRID 1716935Notes

Reaction equation

HRID 1716935 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.[CH:17]1([C:20]([Cl:22])=[O:21])[CH2:19][CH2:18]1>N1C=CC=CC=1>[ClH:22].[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:20]([CH:17]2[CH2:19][CH2:18]2)=[O:21])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66938913HCID 66938913, compoundYield 74%

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), cyclopropanecarbonyl chloride (108 μL, 1.19 mmol), and pyridine (15 mL) to yield 190 mg (74%) of the title compound: mass spectrum (ion spray): m/z 289.1 (M+1); Analysis Calc'd for C16H25N4OCl.0.1H2O: C, 58.83; H, 7.78; N, 17.15. Found: C, 58.69; H, 7.71; N, 17.31. mp 258-60° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-03dfdb8a6ac7456b804287b84703aa9f
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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