Hydrochloride methanol → HCID 68550694, compound

HRID 2189950Notes

Reaction equation

HRID 2189950 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C:7]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:11]([C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[N:10]=[C:9]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[F:25])[S:8]1)=[N+]=[N-].CO.[ClH:34]>[Pd]>[ClH:34].[NH2:1][CH2:4][CH2:5][CH2:6][C:7]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:11]([C:12](=[O:17])[C:13]([CH3:16])([CH3:14])[CH3:15])[N:10]=[C:9]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[F:25])[S:8]1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 866048381-(2-(3-azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-1,3,4-thiadiazol-3(2H)-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 68550694HCID 68550694, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1-(2-(3-azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-1,3,4-thiadiazol-3(2H)-yl)-2,2-dimethylpropan-1-one (100 mg, 0.2255 mmol) was weighed into a flask and dissolved in 7 mL of MeOH.HCl (0.563 ml, 1.12 mmol) and Pd/C (23 mg 0.22 mmol) were then added. The reaction was stirred at ambient temperature under an atmosphere or H2 for 45 minutes. The reaction was then concentrated affording the desired product (97.4 mg, 95%).

Workup

  1. concentrationThe reaction was then concentrated

Sources & evidence

ORD record
ord-ca68aea9c8ca4d0692283ccb23cbf6ab
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

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