Cyanogen Bromide → HCID 24752052, compound

HRID 553407Notes

Reaction equation

HRID 553407 reaction equation
[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[F:18])[CH:13]=O.[N:19]#[C:20]Br>>[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[F:18])[CH2:13][N:7]1[C@@H:2]2[CH2:3][CH2:4][CH2:5][CH2:6][C@H:1]2[N:8]([CH2:13][C:12]2[CH:15]=[CH:16][C:17]([F:18])=[C:10]([F:9])[CH:11]=2)[C:20]1=[NH:19]

Participants

4

Reactant 3

HCID 10476Cyanogen BromideHCID 438061,2-Diaminocyclohexane, trans-HCID 5880883,4-Difluorobenzaldehyde

Product 1

HCID 24752052HCID 24752052, compound

Procedure

The title compound was prepared from (±)-trans-1,2-cyclohexanediamine and 3,4-difluorobenzaldehyde by Procedure C. After reacting with cyanogen bromide, the reaction mixture was evaporated to dryness and the crude product washed with ether and recrystallized from MeOH to give the title compound as the hydrogen bromide salt (mp 238-240° C.). MS (ES+) m/z 392 ([M+1]+, 100).

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. washthe crude product washed with ether
  3. customrecrystallized from MeOH

Sources & evidence

ORD record
ord-e83eb20cb7d14388bd92d7273355ee1f
Source dataset
uspto-grants-2011_11
Patent number
US08048877B2

Reaction notes

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