Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588145Generated: October 29, 2026

Methyl iodide → tert-butyl(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)(methyl)carbamate

https://huagongshe.com/reaction/588145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-butyl(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)carbamateHCID 118371761—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-butyl(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)(methyl)carbamateHCID 118365430—

Reaction Conditions

Temperature60 °C

Reaction Steps

t-Butyl(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)carbamate (45B, 86 mg, 0.159 mmol) was taken up in DMF (1.6 ml). Cs2CO3 (104 mg, 0.318 mmol) followed by iodomethane (10.93 μl, 0.175 mmol) were added. The reaction was allowed to stir at 60° C. for 2 hours. EtOAc and saturated NH4Cl were added. The products were extracted into EtOAc (3×). The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo to give tert-butyl(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)(methyl)carbamate (46B). Reaction products were carrried forward without purification. MS: [M+H]+ m/z 555.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226922B2
Source datasetuspto-grants-2016_01
ORD IDord-7d7b9ba15ec24410bd66b2a9fdd8518a
Source noteuspto-grants-2016_01