Hydrochloride methanol → HCID 60139813, compound

HRID 2189948Notes

Reaction equation

HRID 2189948 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C:7]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:11]([C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])[N:10]=[C:9]([C:17]2[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=2[F:24])[S:8]1)=[N+]=[N-].CO.Cl>[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][C:7]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:11]([C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])[N:10]=[C:9]([C:17]2[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=2[F:24])[S:8]1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 86639139HCID 86639139, compound

Product 1

HCID 60139813HCID 60139813, compoundYield 109.4%

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-methylpropan-1-one (94 mg, 0.21 mmol) was weighed into a 25 mL 1 neck round bottom, and dissolved in 7 mL of MeOH—HCl (0.547 ml, 1.094 mmol) and Pd/C (23 mg, 0.021 mmol) were then added. The reaction was stirred at ambient temperature and under an atmosphere of H2 for 45 minutes. The reaction was then concentrated affording the desired product (92.7 mg, 96%).

Workup

  1. concentrationThe reaction was then concentrated

Sources & evidence

ORD record
ord-e0214d6adc494821876731197277c4fc
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

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