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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874326Generated: October 31, 2026

Acetic Acid → HCID 67071731, compound

https://huagongshe.com/reaction/874326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-Methyl-1H-indole-3-carbaldehydeHCID 87894—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67071461HCID 67071461—
SolventDichloromethaneHCID 6344—
ProductHCID 67071731HCID 6707173199.4%

Reaction Steps

TEA (0.14 ml, 1.0 mmol) was added to suspension of Intermediate 2 (290 mg, 0.86 mmol) in DCM (10 ml). The mixture was stirred at RT for 10 min and then the pH value was adjusted to 5 with AcOH. The mixture was treated with N-methyl-indol-3-carbaldehyde (164 mg, 1.03 mmol) and NaBH(OAc)3 (219 mg, 1.03 mmol) following the procedure described in Example 31, A, giving (E)-3-[1′-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-piperidine)-6-yl]-acrylic acid methyl ester (380 mg) as a light orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980877B2
Source datasetuspto-grants-2015_03
ORD IDord-0748f578b0244a4ebd892389835ff3d5
Source noteuspto-grants-2015_03