Di-tert-butyl (9-bromononyl)imidodicarbonate → Di-tert-butyl{9-[4-({3-[cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)-piperidin-1-yl]nonyl}imidodicarbonate

HRID 2383380Notes

Reaction equation

HRID 2383380 reaction equation
[CH:1]1([C:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:9]2[N:13]=[CH:12][N:11]([CH2:14][CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[N:10]=2)[OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][N:37]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39]>>[C:41]([O:40][C:38]([N:37]([CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][N:18]1[CH2:19][CH2:20][CH:15]([CH2:14][N:11]2[CH:12]=[N:13][C:9]([C:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)([OH:8])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:10]2)[CH2:16][CH2:17]1)[C:45]([O:47][C:48]([CH3:49])([CH3:50])[CH3:51])=[O:46])=[O:39])([CH3:44])([CH3:43])[CH3:42]

Participants

3

Reactant 2

HCID 21880675Di-tert-butyl (9-bromononyl)imidodicarbonateHCID 59145970cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol

Product 1

HCID 59145950Di-tert-butyl{9-[4-({3-[cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)-piperidin-1-yl]nonyl}imidodicarbonateYield 61%

Procedure

The title compound was prepared from cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol (Preparation 20, 300 mg, 0.846 mmol) and di-tert-butyl (9-bromononyl)imidodicarbonate (U.S. Pat. No. 4,167,167, 357 mg, 0.846 mmol) using the same method as described in preparation 5, to give a white foam, in 61% yield, 360 mg.

Workup

  1. customas described in preparation 5
  2. customto give a white foam

Sources & evidence

ORD record
ord-e5ee393a3f9840fab8af237e472ab31e
Source dataset
uspto-grants-2012_09
Patent number
US08263623B2

Reaction notes

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