Triethylamine → HCID 25055803, compound

HRID 908590Notes

Reaction equation

HRID 908590 reaction equation
[CH:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][NH:9][C:10]([C@H:12]2[CH2:17][N:16]([C:18](=[O:20])[CH3:19])[CH2:15][CH2:14][NH:13]2)=[O:11])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C(N(CC)CC)C.[I:30][C:31]1[CH:32]=[C:33]([S:42](Cl)(=[O:44])=[O:43])[CH:34]=[CH:35][C:36]=1[O:37][C:38]([F:41])([F:40])[F:39]>C(Cl)(Cl)Cl>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][NH:9][C:10]([C@H:12]2[CH2:17][N:16]([C:18](=[O:20])[CH3:19])[CH2:15][CH2:14][N:13]2[S:42]([C:33]2[CH:34]=[CH:35][C:36]([O:37][C:38]([F:39])([F:40])[F:41])=[C:31]([I:30])[CH:32]=2)(=[O:44])=[O:43])=[O:11])=[CH:21][CH:22]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 59703774HCID 59703774, compoundHCID 86619479HCID 86619479, compound

Product 1

HCID 25055803HCID 25055803, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of the compound (40 mg) obtained in Step 3 and triethylamine (66 μl) in chloroform (0.4 ml) was added, with stirring at room temperature, 3-iodo-4-trifluoromethoxybenzenesulfonyl chloride (68 mg). After stirring at room temperature for 1 hr, the reaction mixture was directly purified by thin layer chromatography (methanol:chloroform=1:15) and recrystallized from water-containing methanol to give the title compound (53 mg).

Workup

  1. stirringAfter stirring at room temperature for 1 hr
  2. customthe reaction mixture was directly purified by thin layer chromatography (methanol:chloroform=1:15)
  3. customrecrystallized from water-
  4. additioncontaining methanol

Sources & evidence

ORD record
ord-6064ab775e2143a5b1f2368faf6d8e85
Source dataset
uspto-grants-2011_09
Patent number
US08017612B2

Reaction notes

Loading…