Carbazole → HCID 9860758, compound

HRID 1827701Notes

Reaction equation

HRID 1827701 reaction equation
NC1N=C(N)C2C(=NC=C([CH2:13][N:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)N=2)N=1.C1C2NC3C(=CC=CC=3)C=2C=CC=1.[H-].[Na+].Br.[NH2:43][C:44]1[N:49]=[C:48]([NH2:50])[C:47](CBr)=[CH:46][N:45]=1>>[NH2:43][C:44]1[N:49]=[C:48]([NH2:50])[CH:47]=[C:46]([CH2:13][N:14]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:22]3[C:21]2=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:45]=1

Participants

5

Reactant 4

HCID 6854CarbazoleHCID 24758Sodium hydrideHCID 4862426-[(N-phenylanilino)methyl]pteridine-2,4-diamineHCID 220629815-(Bromomethyl)pyrimidine-2,4-diamine hydrobromide

Product 1

HCID 9860758HCID 9860758, compound

Procedure

N-[(2,4-Diaminopyrimidin-6-yl)methyl]carbazole (Formula I: Ar=2,4-diaminopyrimidin-5-yl; W=CH2; X=N; Z=chemical bond; m=n=0) is prepared similarly to N-[(2,4-diaminopteridin-6-yl)methyl]-N,N-diphenylamine as disclosed above by using carbazole (129 mg, 0.77 mmol), NaH (50 mg, 2.1 mmol), and 2,4-diamino-5-bromomethylpyrimidine hydrobromide (86 mg, 0.3 mmol). The product can be purified by chromatography.

Workup

  1. customThe product can be purified by chromatography

Sources & evidence

ORD record
ord-f8293ff86e7a40e490ab246ea122bbf6
Source dataset
uspto-grants-2006_06
Patent number
US07056911B1

Reaction notes

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