Butyric Acid → HCID 13136998, compound

HRID 851226Notes

Reaction equation

HRID 851226 reaction equation
Cl.Cl.[CH2:3]([NH:5][CH:6]([CH3:27])[CH2:7][N:8]1[CH2:13][CH2:12][C:11]2[C:14]3[CH:22]=[C:21]([O:23][CH3:24])[C:20]([O:25][CH3:26])=[CH:19][C:15]=3[O:16][C:17](=[O:18])[C:10]=2[CH2:9]1)[CH3:4].[C:28]([O-])(=O)[CH3:29].[Na+].[BH4-].[Na+].[C:35](O)(=O)[CH2:36]CC>>[CH2:3]([N:5]([CH2:28][CH3:29])[CH:6]([CH3:27])[CH2:7][N:8]1[CH2:13][CH2:12][C:11]2[C:14]3[CH:22]=[C:21]([O:23][CH3:24])[C:20]([O:25][CH3:26])=[CH:19][C:15]=3[O:16][C:17](=[O:18])[C:10]=2[CH2:9]1)[CH2:4][CH2:35][CH3:36]

Participants

5

Reactant 4

HCID 264Butyric AcidHCID 517045Sodium AcetateHCID 4311764Sodium borohydrideHCID 13136968HCID 13136968, compound

Product 1

HCID 13136998HCID 13136998, compound

Procedure

Prepared by the method described in Example 73 from 3-[2-(ethylamino)propyl]-1,2,3,4-tetrahydro-8,9-dimethoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one dihydrochloride (6.7 g, 0.016 moles), sodium acetate (5.2 g, 0.063 moles), sodium borohydride (3.3 g, 0.087 moles), and n-butyric acid (28.9 g, 0.33 moles) instead of acetic acid. Several recrystallizations from diisopropyl ether yielded the final product as the free base (3.0 g), mp 108°-111° C.

Workup

  1. customPrepared by the method
  2. customSeveral recrystallizations from diisopropyl ether

Sources & evidence

ORD record
ord-603776cb935c479bb1790ee7ef3cec01
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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