Diphenylamine → N-[(2,4-Diaminopyrido[2,3-d]pyrimidin-6-yl)methyl]-N,N-diphenylamine

HRID 1827694Notes

Reaction equation

HRID 1827694 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br.[NH2:17][C:18]1[N:19]=[C:20]([NH2:30])[C:21]2[CH:27]=[C:26]([CH2:28]Br)[CH:25]=[N:24][C:22]=2[N:23]=1>>[NH2:17][C:18]1[N:19]=[C:20]([NH2:30])[C:21]2[CH:27]=[C:26]([CH2:28][N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:25]=[N:24][C:22]=2[N:23]=1

Participants

4

Reactant 3

HCID 11487DiphenylamineHCID 24758Sodium hydrideHCID 220630092,4-Diamino-6-bromomethylpyrido[2,3-d]pyrimidine hydrobromide

Product 1

HCID 9798129N-[(2,4-Diaminopyrido[2,3-d]pyrimidin-6-yl)methyl]-N,N-diphenylamine

Procedure

X=N; W=CH2; Z=non-linked hydrogens on each phenyl group; Z=CH2; m=n=0) is prepared similarly as disclosed in Example 1 above by using N,N-diphenylamine (1.3 g, 0.77 mmol), NaH (50 mg, 2.1 mmol), and 2,4-diamino-6-bromomethylpyrido[2,3-d]pyrimidine hydrobromide (100 mg, 0.3 mmol). The product can be purified by chromatography.

Workup

  1. customm=n=0) is prepared similarly
  2. customThe product can be purified by chromatography

Sources & evidence

ORD record
ord-c1de875673e646bbb342a425ed15b3e4
Source dataset
uspto-grants-2006_06
Patent number
US07056911B1

Reaction notes

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