Sodium borohydride → HCID 19974326, compound

HRID 477111Notes

Reaction equation

HRID 477111 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.[OH:14][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]([O:30][CH3:31])=[O:29])=[CH:22][CH:21]=1.[BH4-].[Na+]>>[C:28]([CH2:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH:18]([N:17]([CH2:16][CH2:15][OH:14])[CH2:9][CH:8]([OH:11])[C:6]2[N:7]=[C:3]([C:2]([F:13])([F:12])[F:1])[S:4][CH:5]=2)[CH3:32])=[CH:21][CH:22]=1)([O:30][CH3:31])=[O:29]

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 10978660HCID 10978660, compoundHCID 14347764HCID 14347764, compound

Product 1

HCID 19974326HCID 19974326, compound

Procedure

Prepared analogously to Example 3 by reaction of 2-trifluoromethyl-4-bromoacetyl-thiazole and N-(2-hydroxyethyl)- 2-(4-carbomethoxymethoxyphenyl)-1-methylethylamine. Before the reduction with sodium borohydride, the mixture is heated to boiling for 3 hours to complete the reaction. The base is then purified on a silica gel column using ethyl acetate as mobile phase.

Workup

  1. customthe reaction
  2. customThe base is then purified on a silica gel column

Sources & evidence

ORD record
ord-2504813aa72240438e499e0a6378f81f
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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