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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484961Generated: November 2, 2026

N-tert-butyl-5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamide → 5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamide

https://huagongshe.com/reaction/1484961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-tert-butyl-5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamideHCID 66927457—
SolventTrifluoroacetic acidHCID 6422—
Product5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamideHCID 6692755789.7%

Reaction Steps

The solution of N-tert-butyl-5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamide (90 mg, 0.19 mmol) in TFA (5 mL) was heated to reflux for 0.5 h. After concentration, the resulting residue was dilute with EtOAc and washed with water, saturate NaHCO3, brine, dried (Na2SO4) and filtered. The filtrate was concentrated to afford the title compound 5-(5-chloro-4-(5-(trans-2-methylcyclopropyl)-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamide (Compound 320) (70 mg, 89%). LC-MS (m/z)=411 [M+H]% 1H NMR (400 MHz, DMSO-d6) δ 0.78-0.81 (m, 1H), 0.92-0.95 (m, 1H), 1.16 (m, 4H), 1.64-1.65 (m, 1H), 6.37 (s, 1H), 7.58 (d, J=4.0 Hz, 1H), 7.75 (d, J=3.6 Hz, 1H), 7.81 (s, 2H), 8.45 (s, 1H), 9.42 (s, 1H), 12.26 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-99bc9668174c40dc89988e55b877ec68
Source noteuspto-grants-2016_08