Aniline → HCID 15462531, compound

HRID 842068Notes

Reaction equation

HRID 842068 reaction equation
[CH3:1][N:2]1[C:10](=[O:11])[N:9]([CH2:12][C:13]([OH:15])=O)[C:8]2[C:3]1=[N:4][C:5]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[N:6][CH:7]=2.[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>O.CN(C)C=O>[CH3:1][N:2]1[C:10](=[O:11])[N:9]([CH2:12][C:13]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:15])[C:8]2[C:3]1=[N:4][C:5]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[N:6][CH:7]=2

Participants

7

Reactant 4

HCID 6115AnilineHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 15462528HCID 15462528, compound

Product 1

HCID 15462531HCID 15462531, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 8,9-dihydro-9-methyl-8-oxo-2-phenyl-7H-purin-7-acetic acid (3 g) obtained in Example 48-(2), aniline (1.3 g), BOP reagent (5.1 g), triethylamine (1.2 g) and dimethylformamide (20 ml) is stirred at room temperature for two hours. To the reaction mixture is added water, and the precipitates are collected by filtration, and washed with water to give crude 8,9-dihydro-9-methyl-8-oxo-2-phenyl-N-phenyl-7H-purin-7-acetamide (3.5 g).

Workup

  1. filtrationthe precipitates are collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-7a07851d59c848abacecea39377dd8c4
Source dataset
uspto-grants-2002_04
Patent number
US06372740B1

Reaction notes

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