Ethyl ketone → 6-[1-Hydroxy-1-(thiazol-2-yl)propyl]pyridin-2-methanol

HRID 741821Notes

Reaction equation

HRID 741821 reaction equation
BrC1[N:7]=[C:6]([CH2:8][O:9][Si](C(C)(C)C)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:5]=[CH:4]C=1.C1(S)C=CC=CC=1.[S:34]1[CH:38]=[CH:37][N:36]=[C:35]1CC(=O)C.[CH3:43][CH2:44][C:45](=[O:48])[CH2:46][CH3:47]>>[OH:48][C:45]([C:46]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][CH:47]=1)([C:35]1[S:34][CH:38]=[CH:37][N:36]=1)[CH2:44][CH3:43]

Participants

5

Reactant 4

HCID 7288Ethyl ketoneHCID 7969ThiophenolHCID 231799141-(Thiazol-2-yl)propanoneHCID 233702372-Bromo-6-(tert-butyldiphenylsiloxy)methylpyridine

Product 1

HCID 194269466-[1-Hydroxy-1-(thiazol-2-yl)propyl]pyridin-2-methanol

Procedure

Following the procedure described for Phenol 2, Step 2 and for Phenol 7, Step 3 but substituting 6-bromo(O-tert-butyldiphenylsilyl)pyridin-2-ylmethanol (from Alcohol 2, Step 4) for 1-bromo-3-(3,4-dimethoxy)benzyloxy-5-fluorobenzene and 1-(thiazol-2-yl)propanone (from Phenol 1, Step 2) for 3-pentanone the title compound was obtained.

Sources & evidence

ORD record
ord-694b6b26e42d496e9e65e7b39222151b
Source dataset
uspto-grants-1996_09
Patent number
US05552437

Reaction notes

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