Hydrochloric Acid → HCID 178479597, compound

HRID 2369930Notes

Reaction equation

HRID 2369930 reaction equation
[N:1]12[CH2:8][CH2:7][C:4]([CH2:9][N:10]3[CH2:19][C:18]4=[N:20][NH:21][C:16]5[C:17]4=[C:12]([CH:13]=[CH:14][CH:15]=5)[C:11]3=[O:22])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[ClH:23]>>[ClH:23].[N:1]12[CH2:8][CH2:7][C:4]([CH2:9][N:10]3[CH2:19][C:18]4=[N:20][NH:21][C:16]5[C:17]4=[C:12]([CH:13]=[CH:14][CH:15]=5)[C:11]3=[O:22])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178514926HCID 178514926, compound

Product 1

HCID 178479597HCID 178479597, compoundYield 58%

Procedure

4-(Quinuclidin-4-ylmethyl)-3,4-dihydropyrazolo[3,4,5-de]isoquinolin-5(1H)-one (468 mg, 1.58 mmol) from Step C above was dissolved in HCl (1.25 M in methanol) and concentrated under reduced pressure to give 4-(quinuclidin-4-ylmethyl)-3,4-dihydropyrazolo[3,4,5-de]isoquinolin-5(1H)-one hydrochloride as an off-white solid (305 mg, 58%): 1H NMR (500 MHz, CD3OD) δ 7.63-7.61 (m, 1H), 7.55-7.53 (m, 2H), 5.15 (s, 2H), 3.58 (s, 2H), 3.08 (t, J=8.0 Hz, 6H), 1.78 (t, J=8.0 Hz, 6H); MS (ESI+) m/z 297 (M+H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4ff52f1c4f484bbaaef0776dbe990f72
Source dataset
uspto-grants-2014_04
Patent number
US08710046B2

Reaction notes

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