Potassium Bicarbonate → HCID 19974179, compound

HRID 2210385Notes

Reaction equation

HRID 2210385 reaction equation
O[CH2:2][CH2:3][NH:4][CH:5]([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][OH:20])=[CH:9][CH:8]=1.[F:22][C:23]([F:34])([F:33])[C:24]1[S:25][CH:26]=[C:27]([C:29](=[O:32])[CH2:30]Br)[N:28]=1.C(=O)([O-])O.[K+].[BH4-].[Na+]>CC(C)=O.FC(F)(F)C(O)=O>[OH:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH:5]([N:4]2[CH2:3][CH2:2][O:32][CH:29]([C:27]3[N:28]=[C:24]([C:23]([F:34])([F:33])[F:22])[S:25][CH:26]=3)[CH2:30]2)[CH3:21])=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 516893Potassium BicarbonateHCID 4311764Sodium borohydrideHCID 10978660HCID 10978660, compoundHCID 199741396-(4-{2-[(2-Hydroxyethyl)amino]propyl}phenoxy)hexan-1-ol

Product 1

HCID 19974179HCID 19974179, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Prepared by analogy to Example 32 by reaction of N-(2-hydroxyethyl)-2-(4-(6-hydroxyhexoxy)phenyl)-1-methylethylamine with 2-trifluoromethyl-4-bromoacetyl-thiazole 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 =6:4 as eluant.

Workup

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

Sources & evidence

ORD record
ord-02a4b700435d4c14847c41194e823dbe
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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