Sodium borohydride → HCID 11047852, compound

HRID 2304559Notes

Reaction equation

HRID 2304559 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[F:19])[N:15]=[C:14]([I:20])[C:13]([CH:21]=[O:22])=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[F:19])[N:15]=[C:14]([I:20])[C:13]([CH2:21][OH:22])=[CH:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22987158HCID 22987158, compound

Product 1

HCID 11047852HCID 11047852, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 6-benzyloxy-7-fluoro-2-iodo-3-quinolinecarbaldehyde (obtained according to 1.e, 13 g, 32 mmol) in methanol (100 ml) is treated with sodium borohydride (1.85 g, 48 mmol). After 1 hour of reaction, the reaction medium is concentrated under reduced pressure then taken up with water, filtered, washed with water and ethanol in order to produce, after drying under reduced pressure, 10 g (76%) of a white solid, m.p. 188° C.

Workup

  1. customAfter 1 hour of reaction
  2. concentrationthe reaction medium is concentrated under reduced pressure
  3. filtrationfiltered
  4. washwashed with water and ethanol in order
  5. customto produce
  6. dry with materialafter drying under reduced pressure, 10 g (76%) of a white solid, m.p. 188° C.

Sources & evidence

ORD record
ord-ea7d5449aba440ba9a6ce7d826699629
Source dataset
uspto-grants-2002_08
Patent number
US06436951B1

Reaction notes

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