Cyanogen Bromide → HCID 86759299, compound

HRID 432038Notes

Reaction equation

HRID 432038 reaction equation
[C:1]([O:5][C:6]([CH:8]([CH2:11][NH2:12])[CH2:9][NH2:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].F[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N+:20]([O-])=O.[N:23]#[C:24][Br:25]>>[BrH:25].[C:1]([O:5][C:6]([CH:8]([CH2:9][NH2:10])[CH2:11][N:12]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N:20]=[C:24]1[NH2:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 10476Cyanogen BromideHCID 738951-Fluoro-2-nitrobenzeneHCID 57264254HCID 57264254, compound

Product 1

HCID 86759299HCID 86759299, compound

Procedure

1-(2-tert-Butoxy carbonyl aminopropyl)-2-aminobenzimidazole hydrobromide was prepared by the method of Example 1 using 2-tert-butoxycarbonyl aminopropylamine and 2-fluoro-nitrobenzene as starting materials. The cyclization reaction using cyanogen bromide gave the desired material as a solid which was collected by filtration MS 290 (M+1). 1H NMR (DMSO): δ 0.74 (s, 9H,) 0.96 (d, 3H), 3.67 (m, 3H), 6.57 (d, 1H), 7.03(m, 3H), 8.44 (s, 2H, NH2), 12.35 (broad s, NH).

Workup

  1. customThe cyclization reaction

Sources & evidence

ORD record
ord-7e347f12834842a4917218e050745971
Source dataset
uspto-grants-2003_12
Patent number
US06660870B1

Reaction notes

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