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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531575Generated: October 30, 2026

Hydrochloric Acid → 6-cyclopropyl-3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-5-(4-(piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine hydrochloride

https://huagongshe.com/reaction/531575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-6-cyclopropyl-3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylateHCID 90030898—
SolventMethanolHCID 887—
Product6-cyclopropyl-3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-5-(4-(piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine hydrochlorideHCID 1185240315%

Reaction Steps

Using similar reaction conditions as described in Step-ii of example-7, tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-6-cyclopropyl-3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (62 mg, 0.022 mmol) was deprotected in HCl in methanol (2 ml). This afforded 4 mg (5% yield) of the titled compound. 1H NMR (CDCl3, 300 MHz): δ 8.44 (b, 1H), 7.68 (s, 1H), 7.42-7.39 (d, 2H), 7.02-7.00 (d, 2H), 6.661-6.641 (m, 1H), 6.311-6.305 (d, 1H), 5.26 (s, 2H), 3.25-3.21 (m, 3H), 3.10-3.07 (t, 3H), 2.41 (s, 3H), 2.32 (s, 3H), 1.13-1.10 (m, 2H), 0.88-0.85 (m, 4H). MS: m/z=539.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e808677eb1e84c54b1bf975d7b102a6e
Source noteuspto-grants-2016_05