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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052765Generated: November 2, 2026

Ammonia → (S)-2-(1-((5-((5-Fluoro-2-hydroxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

https://huagongshe.com/reaction/1052765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBoron tribromideHCID 25134—
Reactant(S)-2-(1-((5-((5-Fluoro-2-methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneHCID 131736192—
SolventDichloromethaneHCID 6344—
Product(S)-2-(1-((5-((5-Fluoro-2-hydroxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneHCID 9010206569.5%

Reaction Steps

(S)-2-(1-((5-((5-Fluoro-2-methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (63 mg, 0.09 mmol) was treated with boron tribromide (1M in dichloromethane, 938 μl, 0.94 mmol) in dichloromethane (1.30 ml) and then with a solution of ammonia (7N in methanol, 1.30 ml, 9.10 mmol) according to the method described in Example 41. The residue was purified using SP1® Purification System (0% to 10% dichloromethane-2-propanol) to obtain 33 mg (64% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-fb00184b30554910b7f808e2e4b13373
Source noteuspto-grants-2016_07