Oxalyl chloride → HCID 57447102, compound

HRID 2366716Notes

Reaction equation

[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=O)[C:7]2[C:16]3[N:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=1)[CH3:2].C(Cl)(=O)C([Cl:29])=O>>[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([Cl:29])=[O:25])[C:7]2[C:16]3[N:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=1)[CH3:2]

Participants

Reactant 2

HCID 65578Oxalyl chloride

HCID 57447105HCID 57447105, compound

Product 1

HCID 57447102HCID 57447102, compound

Procedure

The method described in Part D of Example 53 was used to treat 6-[2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]hexanoic acid (3.23 g, 9.4 mmol) with oxalyl chloride (3.29 mL, 37.7 mmol) to obtain 6-[2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]hexanoyl chloride. The reaction was complete in two hours.

Sources & evidence

ORD record: ord-59631c1b8729481eb445194d63dc8c33
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08697873B2

Reaction notes

Loading…