2-(2-Cyclopropylethynyl)-5-methylsulfonylaniline → 2-(2-Cyclopropylethyl)-5-methylsulfonylaniline

HRID 518510Notes

Reaction equation

HRID 518510 reaction equation
[CH:1]1([C:4]#[C:5][C:6]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][C:7]=2[NH2:8])[CH2:3][CH2:2]1>CO>[CH:1]1([CH2:4][CH2:5][C:6]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][C:7]=2[NH2:8])[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 1180214862-(2-Cyclopropylethynyl)-5-methylsulfonylaniline

Product 1

HCID 1180219442-(2-Cyclopropylethyl)-5-methylsulfonylanilineYield 41%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound of step 1 (1.2 g) was hydrogenated in MeOH (45 mL) in a manner similar to Example 312, step 2. Preparative HPLC gave the title compound (422 mg, 41%). 1H NMR (CDCl3, 400 MHz): δ 7.19-7.13 (m, 3H), 2.95 (s, 3H), 2.60-2.56 (m, 2H), 1.50-1.44 (m, 2H) 0.68-0.65 (m, 1H), 0.43-0.38 (m, 2H), 0.03-0.01 (m, 2H).

Sources & evidence

ORD record
ord-78c8fb79926e4a0f8687b32fcea641e5
Source dataset
uspto-grants-2015_08
Patent number
US09115114B2

Reaction notes

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