Triethylamine → HCID 68838589, compound

HRID 660480

Reaction equation

HRID 660480 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:8])=[O:7])=[CH2:2].[CH2:12]([O:19][C:20]1[CH:25]=[C:24](I)[CH:23]=[CH:22][C:21]=1[N:27]1[S:31](=[O:33])(=[O:32])[NH:30][C:29](=[O:34])[CH2:28]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C>CC#N.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH2:12]([O:19][C:20]1[CH:25]=[C:24]([CH:2]=[CH:1][C:3]2[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=2)[C:6]([NH2:8])=[O:7])[CH:23]=[CH:22][C:21]=1[N:27]1[CH2:28][C:29](=[O:34])[NH:30][S:31]1(=[O:33])=[O:32])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 125414983-EthenylbenzamideHCID 688386435-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Product 1

HCID 68838589HCID 68838589, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-vinylbenzamide (32 mg, 0.22 mmol), 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (80 mg, 0.18 mmol), Pd(OAc)2 (20 mg, 0.09 mmol) and triethylamine (0.256 mL, 1.84 mmol) in MeCN (2 mL) is heated in a microwave apparatus at 120° C. for 25 min. The mixture is filtered over Celite and washed with MeCN. The filtrate is evaporated to give the title compound which is used directly in the next step.

Workup

  1. filtrationThe mixture is filtered over Celite
  2. washwashed with MeCN
  3. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-4ff8340d357a4595a987d80dd675f988
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Linked notes

Loading…