Acetic Acid → HCID 18631455, compound

HRID 1194966Notes

Reaction equation

HRID 1194966 reaction equation
C(O)(=O)C.C([O:9][C:10](=[O:43])[CH2:11][N:12]([C:22](=[O:42])[C@H:23]([CH3:41])[NH:24][C@H:25]([C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH2:26][CH2:27][CH2:28][CH2:29][CH:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)[CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14]1)(C)(C)C.[BrH:44].C(O)(=O)C>C(OCC)C>[BrH:44].[BrH:44].[CH2:39]([O:38][C:36]([C@@H:25]([NH:24][C@H:23]([C:22]([N:12]([CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14]1)[CH2:11][C:10]([OH:43])=[O:9])=[O:42])[CH3:41])[CH2:26][CH2:27][CH2:28][CH2:29][CH:30]1[CH2:31][CH2:32][NH:33][CH2:34][CH2:35]1)=[O:37])[CH3:40]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 54310579HCID 54310579, compound

Product 1

HCID 18631455HCID 18631455, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 2 mol of acetic acid is dissolved 0.3 g of N-[N-[(S)-5-(4-piperidyl)-1-ethoxycarbonylpentyl]-L-alanyl]-N-(indan-2yl)glycine tert-butyl ester, and 1 ml of hydrogen bromide-acetic acid solution is added to the solution, followed by standing at room temperature for 30 minutes. 50 ml of ethyl ether is added to the reaction solution, followed by shaking, and the supernatant layer is removed by decantation. The precipitate is collected and dried under reduced pressure to give 0.3 g of N-[N-[(S)-1-ethoxycarbonyl-5-(4-piperidyl)pentyl]-L-alanyl]-N-(indan-2-yl)glycine.dihydrobromide as a colorless powder.

Workup

  1. additionis added to the solution
  2. customthe supernatant layer is removed by decantation
  3. customThe precipitate is collected
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-35d16624ff0048979b8944a30105f2b3
Source dataset
uspto-grants-1989_03
Patent number
US04816466

Reaction notes

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