2-((Tert-butyldimethylsilyloxy)methyl)thiazole → 2,2,2-Trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-(2-hydroxymethylthiazol-5-yl)ethanol

HRID 244484Notes

Reaction equation

HRID 244484 reaction equation
[Si]([O:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)(C(C)(C)C)(C)C.[F:15][C:16]([F:43])([F:42])[C:17]([C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:31]([C:35]1[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=1)[N:30]=[CH:29]2)(C1N=C(CO)SC=1)[OH:18]>>[F:43][C:16]([F:15])([F:42])[C:17]([C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:31]([C:35]1[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=1)[N:30]=[CH:29]2)([C:12]1[S:11][C:10]([CH2:9][OH:8])=[N:14][CH:13]=1)[OH:18]

Participants

3

Reactant 2

HCID 214805922-((Tert-butyldimethylsilyloxy)methyl)thiazoleHCID 59437290HCID 59437290, compound

Product 1

HCID 684725812,2,2-Trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-(2-hydroxymethylthiazol-5-yl)ethanolYield 17%

Procedure

The title compound (73.1 mg, 17% overall yield) was prepared from 2-(tert-butyldimethylsilanyloxymethyl)thiazole (242 mg, 1.06 mmol) according to methods described for the synthesis of 2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-(2-hydroxymethyl-thiazol-4-yl)ethanol (Example 84). MS m/z 424.48 (MH+).

Sources & evidence

ORD record
ord-52ab04b64cab4bcea8f47db05a7a69cf
Source dataset
uspto-grants-2014_02
Patent number
US08658637B2

Reaction notes

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