Dichloromethane → N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)-2-(piperidin-2-yl)acetamide hydrochloride

HRID 68681Notes

Reaction equation

HRID 68681 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13](=[O:28])[CH2:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][N:16]3C(OC(C)(C)C)=O)=[CH:9][CH:10]=2)[N:5]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:4]=1.[Cl:35]CCl>>[ClH:35].[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13](=[O:28])[CH2:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][NH:16]3)=[CH:9][CH:10]=2)[N:5]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:4]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 67447087tert-butyl 2-(2-(3-(methylthio)-1-phenyl-1H-indazol-6-ylamino)-2-oxoethyl)piperidine-1-carboxylate

Product 1

HCID 67447381N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)-2-(piperidin-2-yl)acetamide hydrochloride

Conditions

Temperature
0 °C

Procedure

Into a 50-mL 3-necked round-bottom flask, was placed a solution of tert-butyl 2-(2-(3-(methylthio)-1-phenyl-1H-indazol-6-ylamino)-2-oxoethyl)piperidine-1-carboxylate (105 mg, 0.22 mmol, 1.00 equiv) in dichloromethane (5 mL). To the above mixture was introduce H2 (g). The resulting solution was stirred for 30 min at 0° C. The solids were collected by filtration to yield N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)-2-(piperidin-2-yl)acetamide hydrochloride as a gray solid.

Workup

  1. customInto a 50-mL 3-necked round-bottom flask, was placed
  2. additionTo the above mixture was introduce H2 (g)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-717ac4236e4d46a08fdec7116528c25c
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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