Dichloromethane → N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)azetidine-3-carboxamide hydrochloride

HRID 68679Notes

Reaction equation

HRID 68679 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13]([CH:15]3[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]3)=[O:14])=[CH:9][CH:10]=2)[N:5]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:4]=1.[Cl:32]CCl>>[ClH:32].[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13]([CH:15]3[CH2:16][NH:17][CH2:18]3)=[O:14])=[CH:9][CH:10]=2)[N:5]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:4]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 67448413tert-butyl 3-((3-(methylthio)-1-phenyl-1H-indazol-6-yl)carbamoyl)azetidine-1-carboxylate

Product 1

HCID 67446820N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)azetidine-3-carboxamide hydrochloride

Conditions

Temperature
0 °C

Procedure

Into a 50-mL 3-necked round-bottom flask, was placed a solution of tert-butyl 3-((3-(methylthio)-1-phenyl-1H-indazol-6-yl)carbamoyl)azetidine-1-carboxylate (105 mg, 0.24 mmol, 1.00 equiv) in dichloromethane (4 mL). The resulting solution was bubbled with HCl (gas) and stirred for 30 min at 0° C. The resulting solids were collected by filtration to yield N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)azetidine-3-carboxamide hydrochloride as a yellow solid.

Workup

  1. customInto a 50-mL 3-necked round-bottom flask, was placed
  2. customThe resulting solution was bubbled with HCl (gas)
  3. filtrationThe resulting solids were collected by filtration

Sources & evidence

ORD record
ord-9880281210e64e0396806d5506c8cbe0
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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