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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038856Generated: November 1, 2026

Sodium Hydroxide → HCID 178434343, compound

https://huagongshe.com/reaction/1038856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2,4-Dichlorofuro[3,2-D]pyrimidineHCID 45789968—
Reactantrel-(3R,4R)-4-(Aminomethyl)-1-(phenylmethyl)-3-piperidinolHCID 57986572—
ReactantHCID 67129967HCID 67129967—
SolventMethanolHCID 887—
ProductHCID 178434343HCID 17843434350%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a vial was added tert-butyl 3-methyl-6-(4-((4aS,8aS)-2-oxotetrahydro-2H-pyrido[4,3-e][1,3]oxazin-7(3H,8H,8aH)-yl)furo[3,2-d]pyrimidin-2-ylamino)-1H-indazole-1-carboxylate (0.367 g, 0.706 mmol, prepared using AL from (3S,4S)-4-(aminomethyl)-1-benzylpiperidin-3-ol [Sunshine Labs], G, A with 2,4-dichlorofuro[3,2-d]pyrimidine [ArkPharm] and B with Example#3, Step B) in MeOH (5 mL). An aqueous solution of NaOH (5 M, 2.83 mL, 14.1 mmol) was added. The mixture was heated at about 80° C. for about 3 h. The resulting suspension was filtered. The precipitate obtained was discarded. Precipitation was observed in the filtrate, the precipitate was collected by filtration and dried to give (3S,4S)-4-(aminomethyl)-1-(2-(3-methyl-1H-indazol-6-ylamino)furo[3,2-d]pyrimidin-4-yl)piperidin-3-ol (0.14 g, 50%): LC/MS (Table 2, Method n) Rt=1.16 min.; MS m/z: 394 (M+H)+. Syk IC50=A

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551981B2
Source datasetuspto-grants-2013_10
ORD IDord-bb4899a070a94235912b66a8002fd265
Source noteuspto-grants-2013_10