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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968183Generated: October 29, 2026

Sodium cyanoborohydride → HCID 67224209, compound

https://huagongshe.com/reaction/1968183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 24729719HCID 24729719—
ReactantHCID 58293521HCID 58293521—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductHCID 67224209HCID 6722420995.3%

Reaction Steps

3-Amino-3-cyclopropylpropan-1-ol (30 mg, 0.26 mmol) was added to a solution of 1-tert-butyl 4-methyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1,4-dicarboxylate (39.6 mg, 0.13 mmol) in MeOH (3 mL) with AcOH (2 drops). After stirring for 90 min at rt, sodium cyanoborohydride (33 mg, 0.53 mmol) was added, and the reaction was stirred for an additional 3 h. The mixture was quenched with sat. NaHCO3 solution and extracted with ethyl acetate. The organics were dried over MgSO4 and concentrated in vacuo to give 50 mg of crude 1-tert-butyl 4-methyl 3-((1-cyclopropyl-3-hydroxypropylamino)methyl)-1H-pyrrolo[2,3-b]pyridine-1,4-dicarboxylate as a yellow oil which was used without further purification. [M+H] found 404.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420816B2
Source datasetuspto-grants-2013_04
ORD IDord-ccb86139417e4ba08bef49ba421dcd0b
Source noteuspto-grants-2013_04