Water → HCID 74222693, compound

HRID 2401647Notes

Reaction equation

[F:1][C:2]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([C:16]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28]C)=[O:27])=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1.[OH-].[Li+].O>>[F:1][C:2]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([C:16]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1

Participants

Reactant 3

HCID 962Water

HCID 3939Lithium Hydroxide

HCID 74222691HCID 74222691, compound

Product 1

HCID 74222693HCID 74222693, compound

Procedure

50 mg of methyl 8-[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)-amino]octanoate Example 15 (0.11 mmol, 1 equivalent) were reacted with 0.5 ml of 1 M lithium hydroxide solution in water (0.53 mmol, 5 equivalents) analogously to Example 20 and worked up. This gave 25 mg (47% of theory; purity: 92%) of the title compound.

Sources & evidence

ORD record: ord-4d0db94aac56435891021052e9a25556
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08796305B2

Reaction notes

Loading…