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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647586Generated: October 25, 2026

Tryptophol → 1-(Acetamidomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole

https://huagongshe.com/reaction/647586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTryptopholHCID 10685—
Reactant7-EthyltryptopholHCID 198231—
Reactant5-Benzyloxy-3-(2-hydroxyethyl)indoleHCID 744849—
ReactantN-[(7-methoxy-1,3,4,9-tetrahydro-1-methylpyrano-[3,4-b]indol-1-yl)methyl]-acetamideHCID 20485044—
ReactantN-[(8-ethyl-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamideHCID 20485069—
Reactant2-(6-Methoxy-1h-indol-3-yl)ethanolHCID 20485101—
ReactantN-[(6-phenylmethoxy-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamideHCID 20485103—
Product1-(Acetamidomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indoleHCID 12708180—

Reaction Steps

In the same manner but replacing indole-3-ethanol with an equivalent amount of 7-ethylindole-3-ethanol, 6-methoxyindole-3-ethanol or 5-phenylmethoxy-indole-3-ethanol, the following compounds of formula IIa are obtained, respectively: N-[(8-ethyl-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamide, N-[(7-methoxy-1,3,4,9-tetrahydro-1-methylpyrano-[3,4-b]indol-1-yl)methyl]-acetamide and N-[(6-phenylmethoxy-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04409224
Source datasetuspto-grants-1983_10
ORD IDord-cf108d1e3bac41459f0d9bd66c321af4
Source noteuspto-grants-1983_10