HCID 22314193, compound → HCID 22314076, compound

HRID 347230Notes

Reaction equation

HRID 347230 reaction equation
[CH2:1]([N:3]([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:28]=[CH:27][C:15]2[C:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]#[CH:26])=[CH:21][CH:20]=3)=[N:17][S:18][C:14]=2[CH:13]=1)[CH2:4][CH2:5][OH:6])[CH3:2]>CCOC(C)=O.[Pd]>[CH2:1]([N:3]([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:28]=[CH:27][C:15]2[C:16]([C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][CH:20]=3)=[N:17][S:18][C:14]=2[CH:13]=1)[CH2:4][CH2:5][OH:6])[CH3:2]

Participants

4

Reactant 1

HCID 22314193HCID 22314193, compound

Product 1

HCID 22314076HCID 22314076, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

150 mg (0.4 mmol) 2-(Ethyl-{4-[3-(4-ethynyl-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-amino)-ethanol in 6 ml EtOAc were hydrogenated in the presence of 50 mg 10% Pd/C, filtration over decalite, followed by purification by preparative HPLC yielded 2-(Ethyl-{4-[3-(4-ethyl-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-amino)-ethanol as light yellow oil, MS: 399 (MH+).

Workup

  1. customfollowed by purification by preparative HPLC

Sources & evidence

ORD record
ord-e58c34a9f1844fb68ea7f1c4f352267b
Source dataset
uspto-grants-2007_02
Patent number
US07173043B2

Reaction notes

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