HCID 72792817, compound → HCID 67155524, compound

HRID 389672Notes

Reaction equation

HRID 389672 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[S:14](Cl)(=[O:16])=[O:15].Cl.[CH3:19][O:20][C:21](=[O:34])[C@@H:22]([NH2:33])[CH2:23][NH:24][C:25]([C:27]1[S:28][C:29]([Cl:32])=[CH:30][CH:31]=1)=[O:26]>C(Cl)Cl>[CH3:19][O:20][C:21](=[O:34])[C@@H:22]([NH:33][S:14]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[C:2]=1[CH3:1])(=[O:16])=[O:15])[CH2:23][NH:24][C:25]([C:27]1[S:28][C:29]([Cl:32])=[CH:30][CH:31]=1)=[O:26]

Participants

4

Reactant 2

HCID 72792817HCID 72792817, compoundHCID 86653298HCID 86653298, compound

Product 1

HCID 67155524HCID 67155524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Intermediate 75 (0.85 g, 3.17 mmol) was dissolved in 10 ml DCM and TEA (1.55 ml, 11.11 mmol). Intermediate 76 (876 mg, 3.33 mmol) in 10 ml DCM was slowly added at 0° C. and the reaction was stirred for 16 h. After that the solution was evaporated to dryness and purified by silica gel chromatography (cyclohexane/AcOEt from 0% to 100% AcOEt). Yield: 589 mg, 38%

Workup

  1. customAfter that the solution was evaporated to dryness
  2. custompurified by silica gel chromatography (cyclohexane/AcOEt from 0% to 100% AcOEt)

Sources & evidence

ORD record
ord-62dc9d83e14e40d5b5e5b10cc6501870
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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