Sodium Glycinate → {[6,7-Dichloro-1-(4-fluoro-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carbonyl]-amino}-acetic acid

HRID 1512005Notes

Reaction equation

CO[C:3]([C:5]1[C:10](=[O:11])[N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:8]2[C:20]([Cl:24])=[C:21]([Cl:23])[CH:22]=[C:7]2[C:6]=1[OH:25])=[O:4].[NH2:26][CH2:27][C:28]([O-:30])=[O:29].[Na+]>>[Cl:23][C:21]1[CH:22]=[C:7]2[C:6]([OH:25])=[C:5]([C:3]([NH:26][CH2:27][C:28]([OH:30])=[O:29])=[O:4])[C:10](=[O:11])[N:9]([CH2:12][C:13]3[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=3)[N:8]2[C:20]=1[Cl:24]

Participants

Reactant 2

HCID 4684308Sodium Glycinate

HCID 672309196,7-Dichloro-1-(4-fluoro-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carboxylic acid methyl ester

Product 1

HCID 54751172{[6,7-Dichloro-1-(4-fluoro-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carbonyl]-amino}-acetic acid

Procedure

Prepared according to the glycinolysis condition used in Example 1 step d) from 6,7-Dichloro-1-(4-fluoro-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carboxylic acid methyl ester (1.0 eq.) and sodium glycinate (5 eq.). ESI (m/z): 428 (M+H)+.

Workup

customPrepared

Sources & evidence

ORD record: ord-ceca9f8fea9c480e97728f5066844bf3
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08217043B2

Reaction notes

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