HCID 118184908, compound → HCID 118184924, compound

HRID 2177398Notes

Reaction equation

HRID 2177398 reaction equation
[Cl:1][C:2]1[C:6]([CH2:7][OH:8])=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[S:4][N:3]=1.[F:16][C:17]([C:20]1[CH:25]=[C:24](O)[CH:23]=[CH:22][C:21]=1[CH2:27][CH2:28][C:29]([O:31]CC)=[O:30])(F)[CH3:18].FC(C1C=C(O)C=CC=1CCC(OCC)=O)C>>[Cl:1][C:2]1[C:6]([CH2:7][O:8][C:24]2[CH:23]=[CH:22][C:21]([CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[C:20]([CH:17]([F:16])[CH3:18])[CH:25]=2)=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[S:4][N:3]=1

Participants

4

Reactant 3

HCID 118184908HCID 118184908, compoundHCID 118184913HCID 118184913, compoundHCID 118184918HCID 118184918, compound

Product 1

HCID 118184924HCID 118184924, compound

Procedure

The two title compounds were prepared according to the procedure described in Example 127, following Steps 6-7, coupling [3-chloro-5-(4-methylphenyl)-1,2-thiazol-4-yl]methanol with a mixture of ethyl 3-[2-(1,1-difluoroethyl)-4-hydroxyphenyl]propanoate (255g) and ethyl 3-[2-(1-fluoroethyl)-4-hydroxyphenyl]propanoate (255h). Upon hydrolysis and purification, the desired products were each isolated as an off-white solid.

Workup

  1. customThe two title compounds were prepared
  2. customUpon hydrolysis and purification
  3. customeach isolated as an off-white solid

Sources & evidence

ORD record
ord-fb29115d6cd74dbf939ac29a5314b960
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

Loading…