HCID 22795159, compound → HCID 25212206, compound

HRID 1409850Notes

Reaction equation

HRID 1409850 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[O:7][N:6]=[C:5]([C:8]2[S:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)[C:4]=1[CH3:16].[NH:19]1[CH2:24][CH2:23][C@@H:22]([OH:25])[C@@H:21]([OH:26])[CH2:20]1>>[CH3:16][C:4]1[C:5]([C:8]2[S:12][C:11]([C:13]([N:19]3[CH2:24][CH2:23][C@@H:22]([OH:25])[C@@H:21]([OH:26])[CH2:20]3)=[O:15])=[CH:10][CH:9]=2)=[N:6][O:7][C:3]=1[C:2]([F:1])([F:18])[F:17]

Participants

3

Reactant 2

HCID 22795159HCID 22795159, compoundHCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid

Product 1

HCID 25212206HCID 25212206, compoundYield 81%

Procedure

Prepared from 5-(5-Trifluoromethyl-4-methyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and (3S,4R)-3,4-Piperidinediol (CAS [868051-84-7]) in the same manner as the (3R,4S) isomer (Example 87) to afford product as a colorless solid (303 mg, 81%). LC/MS 5.43 min, [M+1]+ 377.

Sources & evidence

ORD record
ord-3a73931af6cf4683ac17080d17418399
Source dataset
uspto-grants-2014_12
Patent number
US08921399B2

Reaction notes

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