4-(4-Phenylamino-[1,3,5]triazin-2-yl)-1-(2,4,6-trimethyl-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester → 4-(4-Phenylamino-[1,3,5]triazin-2-yl)-1H-pyrrole-2-carboxylic acid

HRID 2217183Notes

Reaction equation

C[O:2][C:3]([C:5]1[N:6](S(C2C(C)=CC(C)=CC=2C)(=O)=O)[CH:7]=[C:8]([C:10]2[N:15]=[C:14]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:9]=1)=[O:4]>CO.[OH-].[Na+]>[C:17]1([NH:16][C:14]2[N:13]=[CH:12][N:11]=[C:10]([C:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[NH:6][CH:7]=3)[N:15]=2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A 5 mL flask was charged with 4-(4-phenylamino-[1,3,5]triazin-2-yl)- 1 -(2,4,6-trimethyl-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester (0.12 mmol, 55 mg) in methanol (2 mL) and sodium hydroxide (0.5 mL, 1 N). The resulting mixture was heated at 80° C. for 5 hours then the solvent was evaporated under vacuum. The crude was dried under high vacuum. HPLC, Rt=4.1 min, FIA, ES+=282.1, ES−=280.2

Workup

customthe solvent was evaporated under vacuum
customThe crude was dried under high vacuum

Sources & evidence

ORD record: ord-f397fad5606c45839283131a52152364
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07407962B2

Reaction notes

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