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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531526Generated: October 31, 2026

Hydrochloric Acid → HCID 90030698, compound

https://huagongshe.com/reaction/531526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantHCID 90031370HCID 90031370—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90030698HCID 9003069829.8%

Reaction Steps

To a stirred solution of tert-butyl 4-(3-(3-(1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (76 mg, 0.137 mmol) in methanol (5 ml) added saturated HCl in dioxane at 0° C. This gradually brought to RT and stirred for four hours. Reaction mass was cooled and added ether to get solids. Solvents decanted and solids washed by ethyl acetate and dried. This afforded 20 mg (29.8% yield) titled compound. 1H NMR (CD3OD, 400 MHz): δ 9.071-9.067 (d, 1H), 8.778-8.774 (d, 1H), 8.605 (s, 1H), 8.215 (s, 1H), 8.009 (s, 1H), 7.618-7.614 (m, 1H), 7.535-7.496 (t, 1H), 7.460-7.441 (m, 1H), 7.405-7.351 (m, 1H), 7.272-7.248 (m, 1H), 7.174-7.155 (m, 1H), 7.086-7.030 (m, 2H), 5.530 (s, 2H), 3.682-3.656 (m, 4H), 3.497-3.471 (m, 4H), 3.339 (s, 3H). MS: m/z=453.4 (M+1); HPLC: 89.28% in method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e1d5fd5d1dc143629fe928b1deda591b
Source noteuspto-grants-2016_05