Tetrahydrofuran → 2-p-Fluoroanilinothiazol-4-ylmethanol

HRID 2107274Notes

Reaction equation

HRID 2107274 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([NH:6][C:7]2[S:8][CH:9]=[C:10]([C:12](OCC)=[O:13])[N:11]=2)=[CH:4][CH:3]=1.[BH4-].[Na+].O1CCCC1>CO>[F:1][C:2]1[CH:18]=[CH:17][C:5]([NH:6][C:7]2[S:8][CH:9]=[C:10]([CH2:12][OH:13])[N:11]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 15053539Ethyl 4-((4-fluorophenyl)amino)-3,5-thiazolecarboxylate

Product 1

HCID 150535552-p-Fluoroanilinothiazol-4-ylmethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction described in Preparation 50 was repeated, but using 12.04 g of ethyl 2-p-fluoroanilinothiazole-4-carboxylate, 6 g of sodium borohydride, 120 ml of anhydrous tetrahydrofuran, and 70 ml of absolute methanol, giving the title compound as colorless prisms.

Workup

  1. customThe reaction described in Preparation 50

Sources & evidence

ORD record
ord-0f39d68bf59145b49dc6a5d1ee16aba7
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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