Hydrochloric Acid → HCID 178493965, compound

HRID 1864633Notes

Reaction equation

HRID 1864633 reaction equation
[Li+].[OH-].[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@@H:20]([C:34]([O:36]C)=[O:35])[CH2:21][C:22]3[CH:32]=[C:31]([CH3:33])[C:25]4[NH:26][C:27]([O:29][CH3:30])=[N:28][C:24]=4[CH:23]=3)=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:38]=[CH:39][CH:40]=[CH:41][C:6]=2[NH:5]1.Cl>O.C1COCC1>[O:3]=[C:4]1[N:10]([CH:11]2[CH2:12][CH2:13][N:14]([C:17]([O:19][C@@H:20]([C:34]([OH:36])=[O:35])[CH2:21][C:22]3[CH:32]=[C:31]([CH3:33])[C:25]4[NH:26][C:27]([O:29][CH3:30])=[N:28][C:24]=4[CH:23]=3)=[O:18])[CH2:15][CH2:16]2)[CH2:9][CH2:8][C:7]2[CH:38]=[CH:39][CH:40]=[CH:41][C:6]=2[NH:5]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 178501366HCID 178501366, compound

Product 1

HCID 178493965HCID 178493965, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 0.10 g (4.18 mmol) LiOH in 6 mL water was added to a solution of 0.98 g (1.83 mmol) (R)-1-methoxycarbonyl-2-(2-methoxy-7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate in 18 mL THF and the reaction solution was stirred overnight at RT. 1.05 mL of 4 M HCl was added and the THF was eliminated i.vac. The mixture was decanted to separate off the oily residue, this was dissolved in DCM/MeOH and the organic phase was dried on Na2SO4. After the desiccant and solvent had been eliminated the desired product was obtained.

Workup

  1. customThe mixture was decanted
  2. customto separate off the oily residue
  3. dissolutionthis was dissolved in DCM/MeOH
  4. customthe organic phase was dried on Na2SO4
  5. customwas obtained

Sources & evidence

ORD record
ord-013b256e28a441b7b470bbb29bd585b1
Source dataset
uspto-grants-2009_12
Patent number
US07625886B2

Reaction notes

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