Hydrochloric Acid → HCID 69951850, compound

HRID 1532366Notes

Reaction equation

HRID 1532366 reaction equation
[CH:1]12[N:7]([C:8](=[O:42])[C:9]([C:12]3[CH:13]=[C:14]4[C:18](=[CH:19][CH:20]=3)[NH:17][C:16]([C:21]3[CH:26]=[C:25]([CH3:27])[CH:24]=[C:23]([CH3:28])[CH:22]=3)=[C:15]4[CH2:29][CH2:30][NH:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]3[CH:37]=[N:38][CH:39]=[CH:40][CH:41]=3)([CH3:11])[CH3:10])[CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[ClH:43]>CO>[ClH:43].[ClH:43].[CH:4]12[N:7]([C:8](=[O:42])[C:9]([C:12]3[CH:13]=[C:14]4[C:18](=[CH:19][CH:20]=3)[NH:17][C:16]([C:21]3[CH:22]=[C:23]([CH3:28])[CH:24]=[C:25]([CH3:27])[CH:26]=3)=[C:15]4[CH2:29][CH2:30][NH:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]3[CH:37]=[N:38][CH:39]=[CH:40][CH:41]=3)([CH3:11])[CH3:10])[CH:1]([CH2:2][CH2:3]1)[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 44215053HCID 44215053, compound

Product 1

HCID 69951850HCID 69951850, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 42.8 mg (0.0760 mmol) of 1-(7-azabicyclo[2.2.1]hept-7-yl)-2-[2-(3,5-dimethylphenyl)-3-[2-[4-(pyridin-3-yl)butylamino]ethyl]-1H-indol-5-yl]-2-methylpropan-1-one in 1.5 mL of methanol was treated with 0.152 mL (0.304 mmol) of 2 N hydrochloric acid. The solution was agitated and allowed to stand briefly before being filtered. The filtrate was evaporated to dryness under nitrogen, and the residue was triturated with diethyl ether. The resulting solid was collected on a filter, washed with additional ether, and dried to yield 46.5 mg (96%) of light golden-tan powder, mp>160° C. (gradual; preliminary softening). 500 MHz 1H NMR (DMSO-d6) was consistent with the assigned structure.

Workup

  1. filtrationbefore being filtered
  2. customThe filtrate was evaporated to dryness under nitrogen
  3. customthe residue was triturated with diethyl ether
  4. customThe resulting solid was collected on a filter
  5. washwashed with additional ether
  6. customdried
  7. customto yield 46.5 mg (96%) of light golden-tan powder, mp>160° C. (gradual; preliminary softening)

Sources & evidence

ORD record
ord-37f182863bf6470db9baf2d631be6ed1
Source dataset
uspto-grants-2001_03
Patent number
US06200957B1

Reaction notes

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