Hydrochloric Acid → HCID 67996332, compound

HRID 659626Notes

Reaction equation

HRID 659626 reaction equation
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH2:16][N:17]3[CH2:22][CH2:21][CH2:20][CH:19]([C:23]#[N:24])[CH2:18]3)=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[ClH:25].[CH3:26][OH:27]>>[ClH:25].[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH2:16][N:17]3[CH2:22][CH2:21][CH2:20][CH:19]([C:23](=[NH:24])[O:27][CH3:26])[CH2:18]3)=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67996668HCID 67996668, compound

Product 1

HCID 67996332HCID 67996332, compoundYield 92%

Conditions

Temperature
-5 °C

Procedure

A 100-mL 3-necked round-bottomed flask was charged with 1-((9-ethyl-9H-carbazol-3-yl)methyl)piperidine-3-carbonitrile (1.31 g, 4.05 mmol, 1.00 equiv, 98%) from Example 13 in anhydrous MeOH (20 mL). Then, this was treated with HCl gas. The resulting solution was allowed to stir at −5° C. for 3 hours, followed by at −20° C. for overnight. Resulting precipitate was collected by filtration and dried to afford methyl 1-((9-ethyl-9H-carbazol-3-yl)methyl)piperidine-3-carbimidate hydrochloride as white solid (1.44 g, 92%).

Workup

  1. waitfollowed by at −20° C. for overnight
  2. customResulting precipitate
  3. filtrationwas collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-e7cdee89ea894c428fca5832b567aede
Source dataset
uspto-grants-2011_12
Patent number
US08080566B1

Reaction notes

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