Hydrochloric Acid → 7-(quinuclidin-4-ylmethyl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one hydrochloride

HRID 2168561Notes

Reaction equation

HRID 2168561 reaction equation
[N:1]12[CH2:8][CH2:7][C:4]([CH2:9][CH:10]3[C:18](=[O:19])[CH:17]=[C:16]4[CH:20]=[N:21][CH:22]=[CH:23][N:14]5[C:15]4=[C:11]3[CH2:12][NH:13]5)([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[ClH:24]>CO>[ClH:24].[N:1]12[CH2:2][CH2:3][C:4]([CH2:9][CH:10]3[C:18](=[O:19])[CH:17]=[C:16]4[CH:20]=[N:21][CH:22]=[CH:23][N:14]5[C:15]4=[C:11]3[CH2:12][NH:13]5)([CH2:7][CH2:8]1)[CH2:5][CH2:6]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 708961797-(quinuclidin-4-ylmethyl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one

Product 1

HCID 708961787-(quinuclidin-4-ylmethyl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-(Quinuclidin-4-ylmethyl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one (267 mg, 0.9 mmol) from Step H above was dissolved in 1.25 M HCl in methanol and concentrated under reduced pressure to give 7-(quinuclidin-4-ylmethyl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one hydrochloride as an off-white solid (299 mg, 100%): 1H NMR (500 MHz, D2O) δ 8.04 (s, 1H), 7.92 (d, J=7.0 Hz, 2H), 7.21 (t, J=8.0 Hz, 1H), 4.54 (s, 2H), 3.86 (s, 2H), 3.55 (s, 2H), 3.23 (t, J=7.5 Hz, 6H), 1.83 (t, J=7.5 Hz, 6H); MS (ESI+) m/z 311 (M+H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a34f62922a3b41bdb8df80c59c52029a
Source dataset
uspto-grants-2015_06
Patent number
US09045501B2

Reaction notes

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