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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158406Generated: November 3, 2026

Methanol → Ethyl acetate methanol ammonium hydroxide

https://huagongshe.com/reaction/1158406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86622392HCID 86622392—
SolventEthylacetate methanolHCID 21584119—
ProductEthyl acetate methanol ammonium hydroxideHCID 21901312—

Reaction Steps

In a similar manner as described in Example 9 for the reaction step J, the following starting materials is prepared from (3R,4S)-3-({[4-methyl-3-(3-methoxy-propoxy)-benzoyl]-isopropyl-amino}-methyl)-4-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester (prepared under C in example 190) (2 g, 4.2 mmol), 2N solution of methylamine in MeOH (10.5 mL, 21 mmol) and NaBH4 (0.318 g, 8.40 mmol) and purification by flash chromatography on silica gel (AcOEt/MeOH 90:10, then AcOEt/MeOH/NH4OH 89:10:1) to give a colorless oil. MS: 492.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807709B2
Source datasetuspto-grants-2010_10
ORD IDord-154d0c9b9dbb459aa75149d7394d9d8a
Source noteuspto-grants-2010_10