Potassium Bicarbonate → HCID 19974281, compound

HRID 2210383Notes

Reaction equation

HRID 2210383 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([C:8](=[O:11])[CH2:9]Br)[N:7]=1.O[CH2:15][CH2:16][NH:17][CH:18]([CH3:32])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][C:28]([NH:30][CH3:31])=[O:29])=[CH:22][CH:21]=1.C(=O)([O-])O.[K+].[BH4-].[Na+]>CC(C)=O.FC(F)(F)C(O)=O>[CH3:31][NH:30][C:28]([CH2:27][O:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][CH:18]([N:17]2[CH2:16][CH2:15][O:11][CH:8]([C:6]3[N:7]=[C:3]([C:2]([F:13])([F:12])[F:1])[S:4][CH:5]=3)[CH2:9]2)[CH3:32])=[CH:25][CH:24]=1)=[O:29]

Participants

7

Reactant 4

HCID 516893Potassium BicarbonateHCID 4311764Sodium borohydrideHCID 10978660HCID 10978660, compoundHCID 19974155HCID 19974155, compound

Product 1

HCID 19974281HCID 19974281, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Prepared by analogy to Example 32 by reaction of 2-trifluoromethyl-4-bromoacetyl-thiazole with N-(2-hydroxyethyl)-2-(4-methylaminocarbonylmethoxyphenyl)-1-methylethylamine and potassium hydrogen carbonate in acetone at room temperature, followed by reduction with sodium borohydride in trifluoroacetic acid. The resulting crude product is purified on a silica gel column using toluene/ethyl acetate =2:8 as eluant.

Workup

  1. customThe resulting crude product is purified on a silica gel column

Sources & evidence

ORD record
ord-255d673244b64b96b792947c401729bb
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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