Nitric Acid → HCID 86643956, compound

HRID 1686374Notes

Reaction equation

HRID 1686374 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[CH3:5][CH:6]([C@H:8]([CH2:24][C@H:25]([NH2:43])[C@@H:26]([OH:42])[CH2:27][C@H:28]([C:32]([NH:34][CH2:35][C:36]([C:39]([NH2:41])=[O:40])([CH3:38])[CH3:37])=[O:33])[CH:29]([CH3:31])[CH3:30])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:22][CH3:23])=[C:14]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH3:21])[CH:15]=1)[CH3:7]>>[CH3:7][CH:6]([C@H:8]([CH2:24][C@H:25]([NH2:43])[C@@H:26]([OH:42])[CH2:27][C@H:28]([C:32]([NH:34][CH2:35][C:36]([C:39]([NH2:41])=[O:40])([CH3:37])[CH3:38])=[O:33])[CH:29]([CH3:30])[CH3:31])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:22][CH3:23])=[C:14]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH3:21])[CH:15]=1)[CH3:5].[N+:1]([O-:4])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 5493444Aliskiren

Product 1

HCID 86643956HCID 86643956, compound

Procedure

An ethanolic solution of nitric acid (0.1 M solution, 6 ml, 0.6 mmol) was added to a stirred 0.1M ethanolic solution of aliskiren base (AKN) (6 ml, 0.6 mmol), and the solution was stirred for an hour at room temperature. Ethanol was evaporated under vacuum at 40° C. to dryness. The solid was suspended in 1 ml of isopropanol. After an hour the suspension became unstirrable and 1 ml of isopropanol was added. The suspension was stirred at room temperature overnight. The solid was filtered and dried at 40° C. under vacuum overnight. The wet and dry samples were analyzed by XRPD.

Workup

  1. customEthanol was evaporated under vacuum at 40° C. to dryness
  2. waitAfter an hour the suspension became unstirrable
  3. addition1 ml of isopropanol was added
  4. stirringThe suspension was stirred at room temperature overnight
  5. filtrationThe solid was filtered
  6. customdried at 40° C. under vacuum overnight
  7. customThe wet and dry samples

Sources & evidence

ORD record
ord-5f6483c9642d4b4f92ded09d3724e59f
Source dataset
uspto-grants-2012_04
Patent number
US08148576B2

Reaction notes

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