Water → HCID 11540597, compound

HRID 1685544Notes

Reaction equation

HRID 1685544 reaction equation
[OH2:1].[O-2:2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3].O.OOS([O-])=O.[K+].[CH:26]1([CH2:31][CH:32]([C:46]2[CH:51]=[CH:50][C:49]([S:52]([CH3:55])(=[O:54])=[O:53])=[CH:48][CH:47]=2)[C:33]([NH:35][C:36]2[S:37][C:38]([S:41][CH2:42][C:43]([OH:45])=[O:44])=[CH:39][N:40]=2)=[O:34])[CH2:30][CH2:29][CH2:28][CH2:27]1>C(Cl)Cl>[CH:26]1([CH2:31][CH:32]([C:46]2[CH:47]=[CH:48][C:49]([S:52]([CH3:55])(=[O:54])=[O:53])=[CH:50][CH:51]=2)[C:33]([NH:35][C:36]2[S:37][C:38]([S:41]([CH2:42][C:43]([OH:45])=[O:44])(=[O:2])=[O:1])=[CH:39][N:40]=2)=[O:34])[CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 962WaterHCID 11662770HCID 11662770, compoundHCID 23707502Potassium hydroxy sulfiteHCID 71586775Bentonite

Product 1

HCID 11540597HCID 11540597, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of montmorillonite KSF (150 mg), water (50 μL), DCM (0.5 mL), and oxone (105 mg) was added a solution of {2-[3-cyclopentyl-2-(4-methanesulfonylphenyl)-propionylamino]-thiazol-5-ylsulfanyl}-acetic acid (32 mg, 68.3 mmol) in DCM (0.7 mL). The reaction mixture was stirred at room temperature for 18 hours, filtered and evaporated to dryness in vacuo to give the title compound as white crystals. Yield: 9 mg (25%). 1H-NMR (CDCl3): δ 7.83 (m, 3H), 7.51 (d, 2H), 4.21 (s, 2H), 3.81 (t, 1H), 3.00 (s, 3H), 2.14 (m, 1H), 1.88 (m, 1H), 1.69-1.38 (m, 8H), 1.06 (m, 2H); HPLC-MS: m/z: 501 (M+1).

Workup

  1. filtrationfiltered
  2. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-218787c9f10a4db5883582260e4f5e89
Source dataset
uspto-grants-2012_04
Patent number
US08148412B2

Reaction notes

Loading…