Putrescine → HCID 24752058, compound

HRID 553410Notes

Reaction equation

HRID 553410 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[F:16])[CH2:11]Br.[N:17]#[C:18]Br>>[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[F:16])[CH2:11][N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:11][C:10]2[CH:13]=[CH:14][C:15]([F:16])=[C:8]([F:7])[CH:9]=2)[C:18]1=[NH:17]

Participants

4

Reactant 3

HCID 1045PutrescineHCID 10476Cyanogen BromideHCID 5814364-(Bromomethyl)-1,2-difluorobenzene

Product 1

HCID 24752058HCID 24752058, compound

Procedure

The title compound was prepared from 1,4-diaminobutane in four steps by Procedure A, using 3,4-difluorobenzyl bromide as benzylating reagent. After reacting with cyanogen bromide (this step performed at 200° C. for 60 min using MW heating), the crude product was isolated upon aqueous work-up and purified by preparative LCMS to give the title compound as the free base. MS (ES+) m/z 366 ([M+1]+, 100); HR-MS: 366.1599 ([M+1]+, C19H20F4N3; calc. 366.159334).

Workup

  1. customwas isolated upon aqueous work-up
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-a5c1deda724a43bf92f22234d67c0e27
Source dataset
uspto-grants-2011_11
Patent number
US08048877B2

Reaction notes

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