Hydrochloric Acid → HCID 68513196, compound

HRID 1716596Notes

Reaction equation

HRID 1716596 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[CH2:13][CH:12]([C:17]([N:19]1[CH2:24][CH2:23][CH:22]([N:25]3[C:29]4[CH:30]=[CH:31][C:32]([CH3:34])=[CH:33][C:28]=4[N:27]=[C:26]3[C:35]([OH:38])([CH3:37])[CH3:36])[CH2:21][CH2:20]1)=[O:18])[CH2:11]2)(C)(C)C.Cl>O1CCOCC1>[NH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[CH2:13][CH:12]([C:17]([N:19]1[CH2:20][CH2:21][CH:22]([N:25]3[C:29]4[CH:30]=[CH:31][C:32]([CH3:34])=[CH:33][C:28]=4[N:27]=[C:26]3[C:35]([OH:38])([CH3:36])[CH3:37])[CH2:23][CH2:24]1)=[O:18])[CH2:11]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68513435HCID 68513435, compound

Product 1

HCID 68513196HCID 68513196, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of (2-{4-[2-(1-hydroxy-1-methyl-ethyl)-5-methyl-benzoimidazol-1-yl]-piperidine-1-carbonyl}-indan-5-yl)-carbamic acid tert-butyl ester (266 mg, 0.49 mmol) in dioxane (2 mL) was added 4 M HCl (2 ml). After the addition was complete, the reaction mixture was stirred for 1 hour. The solvent mixture was quenched with saturated NaHCO3 and extracted with ethyl acetate, the extracts was dried over Na2SO4 and concentrated to afford (5-amino-indan-2-yl)-{4-[2-(1-hydroxy-1-methyl-ethyl)-5-methyl-benzoimidazol-1-yl]-piperidin-1-yl}-methanone (200 mg 95%) as a white solid.

Workup

  1. additionAfter the addition
  2. customThe solvent mixture was quenched with saturated NaHCO3
  3. extractionextracted with ethyl acetate
  4. dry with materialthe extracts was dried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-26dd5e4fa5284e19aff5ac4109290e92
Source dataset
uspto-grants-2010_09
Patent number
US07803816B2

Reaction notes

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