Acetic Acid → HCID 13136980, compound

HRID 851221Notes

Reaction equation

HRID 851221 reaction equation
[CH2:1]([NH:3][CH:4]([CH3:23])[CH2:5][N:6]1[CH2:11][CH2:10][C:9]2[C:12]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:13]=3[O:14][C:15](=[O:16])[C:8]=2[CH2:7]1)[CH3:2].[BH4-].[Na+].[C:26](O)(=O)[CH3:27]>>[CH2:1]([N:3]([CH2:26][CH3:27])[CH:4]([CH3:23])[CH2:5][N:6]1[CH2:11][CH2:10][C:9]2[C:12]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:13]=3[O:14][C:15](=[O:16])[C:8]=2[CH2:7]1)[CH3:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 13136975HCID 13136975, compound

Product 1

HCID 13136980HCID 13136980, compound

Procedure

Prepared by the method described for Example 59 from 3-[2-(ethylamino)propyl]-1,2,3,4-tetrahydro-8-methoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one (3.0 g, 0.009 moles), glacial acetic acid (20 ml), and sodium borohydride (2.5 g, 0.066 moles). The free base is obtained crystalline. Recrystallization from isopropyl ether gave the product (1.9 g), mp 83°-85° C.

Workup

  1. customPrepared by the method
  2. customThe free base is obtained crystalline
  3. customRecrystallization from isopropyl ether

Sources & evidence

ORD record
ord-8dcfbf97799f434483ce3899cae8a6da
Source dataset
uspto-grants-1983_05
Patent number
US04382939

Reaction notes

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