Methanol → HCID 67399122, compound

HRID 914510Notes

Reaction equation

HRID 914510 reaction equation
[NH:1]([C:8](=O)[CH2:9][C:10]1[N:11]=[C:12]([S:15][C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=[O:18])[S:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO>O1CCCC1>[NH:1]([CH2:8][CH2:9][C:10]1[N:11]=[C:12]([S:15][C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=[O:18])[S:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 67396451HCID 67396451, compound

Product 1

HCID 67399122HCID 67399122, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2-{[4-(2-anilino-2-oxoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid resin (2.9 g) obtained in Example 488-1 in tetrahydrofuran (30 mL) was added 1 mol/L borane-tetrahydrofuran complex (24 ml), and the mixture was stirred at room temperature overnight. Methanol was gradually added to the reaction mixture, and the mixture was stirred at room temperature overnight. The resin was collected by filtration, washed three times with methanol, and vacuum dried to give the title pale-brown resin (2.4 g).

Workup

  1. additionwas added 1 mol/L borane-tetrahydrofuran complex (24 ml)
  2. stirringthe mixture was stirred at room temperature overnight
  3. filtrationThe resin was collected by filtration
  4. washwashed three times with methanol, and vacuum
  5. customdried

Sources & evidence

ORD record
ord-03b6cdf9148e4db687ea12548d8495bb
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

Loading…