Ethanol → HCID 178468682, compound

HRID 2110009Notes

Reaction equation

HRID 2110009 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:29]=[CH:28][C:9]2[NH:10][C:11]([NH:13][CH2:14][CH:15]3[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]3)=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2].Cl.O1CCOCC1.C(O)C>O1CCCC1>[CH2:1]([O:3][C:4]([C:6]1[CH:29]=[CH:28][C:9]2[NH:10][C:11]([NH:13][CH2:14][CH:15]3[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]3)=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 204431481,4-Dioxane hydrochlorideHCID 178468684HCID 178468684, compound

Product 1

HCID 178468682HCID 178468682, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After dissolving the 2-[(1-tert-butoxycarbonyl-piperidin-4-ylmethyl)-amino]-1H-benzimidazole-5-carboxylic acid ethyl ester in tetrahydrofuran (2 ml), a 4N hydrogen chloride/1,4-dioxane solution (3 ml) was added. Since a precipitate was produced, ethanol (5 ml) was added to dissolve it and the solution was stirred at room temperature overnight. The reaction mixture was concentrated to obtain 2-[(piperidin-4-ylmethyl)-amino]-1H-benzimidazole-5-carboxylic acid ethyl ester as a red amorphous solid. The compound was identified by LC-MS.

Workup

  1. customSince a precipitate was produced
  2. dissolutionto dissolve it
  3. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-0fd07bc72a3a46b58c120ab091ad0fc5
Source dataset
uspto-grants-2009_04
Patent number
US07517875B2

Reaction notes

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