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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531520Generated: October 31, 2026

tert-butyl 5-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxyphenyl)-6-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate → N-(5-(6-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide

https://huagongshe.com/reaction/531520

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 5-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxyphenyl)-6-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylateHCID 131735665—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductN-(5-(6-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamideHCID 9003116518.3%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 5-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxyphenyl)-6-cyclopropyl-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (60 mg, 0.078 mmol) was deprotected in HCl in 1,4-dioxane (2 ml). This afforded 8 mg (18.1% yield) of the titled compound. 1H NMR (CDCl3, 300 MHz): δ 9.1-9.0 (b, 1H), 7.679-7.673 (d, 1H), 7.52 (s, 1H), 7.14-7.13 (d, 1H), 6.99-6.96 (m, 3H), 6.85 (m, 2H), 5.28 (s, 3H), 3.93 (s, 3H), 2.99 (s, 3H), 2.23 (s, 3H), 2.14 (s, 3H), 0.89-0.85 (m, 4H). MS: m/z=559.9 (M+1), HPLC: 85.5% in method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-d4aa6d0a40a745279d4b0cb388f594b6
Source noteuspto-grants-2016_05