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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264601Generated: October 30, 2026

Sodium Hydroxide → 5-(2-Amino-pyrimidin-4-yloxy)-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/2264601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-(1H-5-indolyloxy)-2-pyrimidinamineHCID 21949262—
SolventAcetic AcidHCID 176—
Product5-(2-Amino-pyrimidin-4-yloxy)-2,3-dihydro-1H-indoleHCID 67530291—

Reaction Steps

A solution of 160 mg (0.70 mMol) of 5-(2-amino-pyrimidin-4-yloxy)-1H-indole in 4 ml acetic acid is cooled to 10-15° C. Then 222 mg (3.5 mMol) NaBH3CN are added. After 1 h stirring at rt, 8 g of ice are added. Then the mixture is made basic by addition of 1 N NaOH and extracted three times with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated at rt in vacuo: MS: [M+1]+=229.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855215B2
Source datasetuspto-grants-2010_12
ORD IDord-59d0731eebbc4225b3ea77f6279d2465
Source noteuspto-grants-2010_12