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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264587Generated: October 31, 2026

Water → 5-(6-Azido-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide

https://huagongshe.com/reaction/2264587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantHCID 11547733HCID 11547733—
SolventDimethylformamideHCID 6228—
Product5-(6-Azido-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amideHCID 59596406—

Reaction Steps

To a solution of 218 mg (0.44 mMol) 5-(6-chloro-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide in 2.5 ml DMF, 57 mg (0.88 mMol) NaN3 are added at rt. After 2.5 h at 68° C., the resulting red solution is poured into water and extracted three times with EtOAc. The organic layers are washed twice with water and brine, dried (Na2SO4) and concentrated, yielding the title compound: MS: [M+1]+=500; HPLC: AtRet=10.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855215B2
Source datasetuspto-grants-2010_12
ORD IDord-e60f164affd6455a88806c7737c3042d
Source noteuspto-grants-2010_12