Sodium borohydride → HCID 86673490, compound

HRID 628992Notes

Reaction equation

HRID 628992 reaction equation
[BH4-].[Na+].C([O:5][C:6]([C:8]1[C:13]([O:14][CH2:15][CH3:16])=[C:12]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:11]=[C:10]([Cl:23])[N:9]=1)=O)C>CCO>[Cl:23][C:10]1[N:9]=[C:8]([CH2:6][OH:5])[C:13]([O:14][CH2:15][CH3:16])=[C:12]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86723553HCID 86723553, compound

Product 1

HCID 86673490HCID 86673490, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

NaBH4 (0.64 g, 4 eq.) was added to a stirred solution of 2-chloro-5-ethoxy-6-morpholine-4-yl-pyrimidine-4-carboxylic acid ethyl ester (1.34 g, 1 eq.) in EtOH (20 ml) and the mixture reacted to reflux for 2 h. The mixture was quenched with H2O, the solvent was removed in vacuo, and the residue was extracted with EA, washed with brine, and concentrated to give a product (1.13 g, 97.3%).

Workup

  1. customthe mixture reacted
  2. temperatureto reflux for 2 h
  3. customThe mixture was quenched with H2O
  4. customthe solvent was removed in vacuo
  5. extractionthe residue was extracted with EA
  6. washwashed with brine
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-8a078c9a08a1457f843c2d98b0403fe5
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

Loading…