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2-chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one → 3-(8-Isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydro-pteridin-2-ylamino)-5-(methylsulfonyl)amino-benzoic acid

HRID 1957989
Notes
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Reaction equation

HRID 1957989 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][N:5]([CH:14]([CH3:16])[CH3:15])[C:4]=2[N:3]=1.C[O:18][C:19](=[O:32])[C:20]1[CH:25]=[C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:23]=[C:22]([NH2:31])[CH:21]=1>>[CH:14]([N:5]1[C:4]2[N:3]=[C:2]([NH:31][C:22]3[CH:21]=[C:20]([CH:25]=[C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:23]=3)[C:19]([OH:32])=[O:18])[N:11]=[CH:10][C:9]=2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6]1)([CH3:16])[CH3:15]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 584059002-chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-oneHCID 59243082Methyl 3-amino-5-(methylsulfonamido)benzoate

Product 1

HCID 684249663-(8-Isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydro-pteridin-2-ylamino)-5-(methylsulfonyl)amino-benzoic acidYield 35%

Procedure

Starting from 2-chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one (1.5 g; 6.25 mmol) and 3-amino-5-(methylsulfonyl)aminobenzoic acid methyl ester (3.49 g; 14.502 mmol), 950 mg (2.18 mmol; 35% yield) of the desired product were obtained as a powder.

Sources & evidence

ORD record
ord-e0de8f1237084521a310f72a903577c6
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08410100B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes