Methanol → 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylic acid-{(R)-1-(3,4-diethyl-benzyl)-2-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-amide p-toluenesulphonate

HRID 1869601Notes

Reaction equation

HRID 1869601 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH:44]=[CH:45][C:46]=1[CH2:47][CH3:48])[CH2:6][C@@H:7]([NH:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([N:32]2[CH2:38][CH2:37][C:36]3[CH:39]=[CH:40][CH:41]=[CH:42][C:35]=3[NH:34][C:33]2=[O:43])[CH2:28][CH2:27]1)=[O:25])[C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)[CH2:12][CH2:11]1)=[O:9])[CH3:2].[C:49]1([CH3:59])[CH:54]=[CH:53][C:52]([S:55]([OH:58])(=[O:57])=[O:56])=[CH:51][CH:50]=1.CO>CC(C)=O>[CH2:1]([C:3]1[CH:4]=[C:5]([CH:44]=[CH:45][C:46]=1[CH2:47][CH3:48])[CH2:6][C@@H:7]([NH:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([N:32]2[CH2:38][CH2:37][C:36]3[CH:39]=[CH:40][CH:41]=[CH:42][C:35]=3[NH:34][C:33]2=[O:43])[CH2:28][CH2:27]1)=[O:25])[C:8]([N:10]1[CH2:11][CH2:12][N:13]([CH:16]2[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]2)[CH2:14][CH2:15]1)=[O:9])[CH3:2].[C:49]1([CH3:59])[CH:50]=[CH:51][C:52]([S:55]([O-:58])(=[O:56])=[O:57])=[CH:53][CH:54]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6101p-Toluenesulfonic acidHCID 100322974-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylic acid-{(R)-1-(3,4-diethyl-benzyl)-2-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-amide

Product 1

HCID 866195604-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylic acid-{(R)-1-(3,4-diethyl-benzyl)-2-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-amide p-toluenesulphonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

0.2 g (0.30 mmol) 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylic acid-{(R)-1-(3,4-diethyl-benzyl)-2-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-amide and 57.8 mg (0.30 mmol) p-toluenesulphonic acid are suspended in 10 ml acetone and refluxed. 1 ml of methanol is added to this suspension, whereupon the substance goes into solution completely. After cooling to ambient temperature the solid formed is filtered off, washed with acetone and dried for 12 hours at 40° C.

Workup

  1. temperaturerefluxed
  2. customformed
  3. filtrationis filtered off
  4. washwashed with acetone
  5. customdried for 12 hours at 40° C.

Sources & evidence

ORD record
ord-293edfb105c54b7a913fd69bf8ae67d6
Source dataset
uspto-grants-2009_12
Patent number
US07638625B2

Reaction notes

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