Butylamine → HCID 18475849, compound

HRID 2187865Notes

Reaction equation

HRID 2187865 reaction equation
[C:1]([C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[C:12]([CH:13]=O)=[CH:11][N:10]=[CH:9]2)=[CH:5][C:4]=1[F:17])#[N:2].[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21].[BH4-].[Na+].CCOC(C)=O>CO>[C:1]([C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[C:12]([CH2:13][NH:22][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][N:10]=[CH:9]2)=[CH:5][C:4]=1[F:17])#[N:2]

Participants

6

Reactant 4

HCID 8007ButylamineHCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 114247081-(4-Cyano-3-fluorobenzyl)-5-imidazolecarboxaldehyde

Product 1

HCID 18475849HCID 18475849, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the product from Step G (114 mg, 0.498 mmol) in 1 mL of methanol was added n-butylamine (0.059 mL, 0.60 mmol). After 18 hours, sodium borohydride was added (25 mg, 0.66 mmol) and the reaction was stirred for one hour. The solution was poured into EtOAc, washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the titled product as a yellow oil.

Workup

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-278ee3b7586c4deb818893e93c9b819b
Source dataset
uspto-grants-2002_06
Patent number
US06410534B1

Reaction notes

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