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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481798Generated: October 31, 2026

Sodium triacetoxyborohydride → benzyl 2,4-bis(benzyloxy)-6-(2-(dimethylamino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-5-methylnicotinate

https://huagongshe.com/reaction/1481798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantbenzyl 2,4-bis(benzyloxy)-5-methyl-6-(2-(methylamino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)nicotinateHCID 71284780—
CatalystFormaldehydeHCID 712—
Solvent1,2-DichloroethaneHCID 11—
Productbenzyl 2,4-bis(benzyloxy)-6-(2-(dimethylamino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-5-methylnicotinateHCID 7128501778.4%

Reaction Steps

The product from Example 415, Step 2 (31 mg, 0.05 mmol) was dissolved in 1,2-dichloroethane (1 mL). Aqueous 30% formaldehyde (1 drop, ˜0.2 mmol) was added to the mixture, followed by sodium triacetoxyborohydride (21 mg, 0.1 mmol). The mixture stirred at room temperature for 30 min. The mixture was loaded directly to silica gel, eluting with 0-8% MeOH in CH2Cl2 to afford product (25 mg, 78%). LC-MS 638.3 [M+H]+, RT 1.21 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409905B2
Source datasetuspto-grants-2016_08
ORD IDord-c48e144b44054a00aec8f38fbe6bb46a
Source noteuspto-grants-2016_08