Butyryl chloride → HCID 68537702, compound

HRID 1992590Notes

Reaction equation

HRID 1992590 reaction equation
[C:1]([Cl:6])(=[O:5])[CH2:2][CH2:3][CH3:4].[C:7]([O:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][N:23]=2)[N:18]=[CH:17][C:16]=1[NH2:25])(=[O:9])[CH3:8]>ClCCl>[ClH:6].[C:7]([O:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][N:23]=2)[N:18]=[CH:17][C:16]=1[NH:25][C:1](=[O:5])[CH2:2][CH2:3][CH3:4])(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 8855Butyryl chlorideHCID 68539256HCID 68539256, compound

Product 1

HCID 68537702HCID 68537702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Butyryl chloride (4.7 mL, 45.4 mmol) was added dropwise to a solution of 3-[(3-amino[1,5]naphthyridin-4-yl)amino]propyl acetate prepared in Part C in dichloromethane (160 mL) at 0° C. The solution was allowed to warm to room 3 temperature and stir for 1 hour, then was concentrated under reduced pressure to provide 3-{[3-(butyrylamino)[1,5]naphthyridin-4-yl]amino}propyl acetate hydrochloride as a dark orange foam that was used directly in the next step.

Workup

  1. temperatureto warm to room 3 temperature
  2. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-caac89df650f40389f015482be3bc5c5
Source dataset
uspto-grants-2010_01
Patent number
US07648997B2

Reaction notes

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