Cyclobutanecarbonyl chloride → HCID 66938901, compound

HRID 1716933Notes

Reaction equation

HRID 1716933 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:21]([Cl:23])=[O:22])[CH2:20][CH2:19][CH2:18]1>N1C=CC=CC=1>[ClH:23].[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:21]([CH:17]2[CH2:20][CH2:19][CH2:18]2)=[O:22])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 58997271N-methyl N-(1-methyl-piperidin-4-yl)-pyridine-2,6-diamine

Product 1

HCID 66938901HCID 66938901, compoundYield 88.1%

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), cyclobutanecarbonyl chloride (136 μL, 1.19 mmol), and pyridine (15 mL) to yield 237 mg (88%) of the title compound: mass spectrum (ion spray): m/z=303.1 (M+1); Analysis Calcd for C17H27N4OCl.0.1H2O: C, 59.93; H, 8.05; N, 16.45. Found: C, 59.81; H, 7.93; N, 16.45. mp 258-60° C.

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-59ed289c0bd34228baf14c9c682e04a9
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

Loading…