Hydrochloric Acid → HCID 67478945, compound

HRID 1027422Notes

Reaction equation

HRID 1027422 reaction equation
C(OC([N:8]1[CH2:36][CH2:35][C:11]2([C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][C:21]([CH:24]4[CH2:28][CH2:27][CH:26]([N:29]5[CH2:33][CH2:32][CH2:31][CH:30]5[CH3:34])[CH2:25]4)=[CH:20][CH:19]=3)[CH2:14][CH2:13][CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:37]>O1CCOCC1.CO.C(Cl)Cl>[ClH:37].[CH3:34][CH:30]1[CH2:31][CH2:32][CH2:33][N:29]1[CH:26]1[CH2:27][CH2:28][CH:24]([C:21]2[CH:22]=[CH:23][C:18]([N:15]3[CH2:14][CH2:13][CH2:12][C:11]4([CH2:35][CH2:36][NH:8][CH2:9][CH2:10]4)[C:16]3=[O:17])=[CH:19][CH:20]=2)[CH2:25]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 54591693HCID 54591693, compound

Product 1

HCID 67478945HCID 67478945, compoundYield 105.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent2×HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

2-{4-[3-(2-Methyl-pyrrolidin-1-yl)-cyclopentyl]-phenyl}-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxyl ic acid tert-butyl ester (example 3) (22 mg, 0.044 mmol) was treated with 4 M HCl (0.5 mL, 2 mmol, excess) in dioxane and methanol (0.5 mL) at rt for 4 h when TLC (10% MeOH in DCM) showed the reaction was complete. The volatiles were removed in vacuo and the residue was dried under high vacuum for 2 h to obtain 20 mg (100% yield) of the title compound as a gummy solid.

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue was dried under high vacuum for 2 h

Sources & evidence

ORD record
ord-4fb8fe9d53a14a37adce3a6749b2960d
Source dataset
uspto-grants-2014_05
Patent number
US08735385B2

Reaction notes

Loading…