Triethyl methanetricarboxylate → 1-(2-Trifluoromethyl-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carboxylic acid ethyl ester

HRID 1511955Notes

Reaction equation

HRID 1511955 reaction equation
C([O:5][C:6](=O)[N:7]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([F:23])([F:22])[F:21])[N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)(C)(C)C.[CH2:25]([O:27][C:28](=[O:40])[CH:29](C(OCC)=O)[C:30](OCC)=[O:31])[CH3:26]>>[CH2:25]([O:27][C:28]([C:29]1[C:6](=[O:5])[N:7]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]([F:22])([F:23])[F:21])[N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[C:30]=1[OH:31])=[O:40])[CH3:26]

Participants

3

Reactant 2

HCID 80471Triethyl methanetricarboxylateHCID 67229934(2-Trifluoromethyl-benzyl)-pyrrol-1-yl-carbamic acid tert-butyl ester

Product 1

HCID 672303541-(2-Trifluoromethyl-benzyl)-4-hydroxy-2-oxo-1,2-dihydro-pyrrolo[1,2-b]pyridazine-3-carboxylic acid ethyl ester

Procedure

Prepared according to the thermal cyclization condition used in Example 1 step c) from (2-trifluoromethyl-benzyl)-pyrrol-1-yl-carbamic acid tert-butyl ester (1.0 eq.) and 2-ethoxycarbonyl-malonic acid diethyl ester (3.0 eq.). ESI (m/z): 381 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e67af3da770b4a48ab0de427a43d8cf6
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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