Ammonia → HCID 71007264, compound

HRID 2201710Notes

Reaction equation

HRID 2201710 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:11][C:10]=1[NH:20][C:21](=[O:27])[C:22]([O:24]CC)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH3:28]>CO>[NH2:28][C:22](=[O:24])[C:21]([NH:20][C:10]1[CH:11]=[C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)[CH:13]=[CH:14][C:9]=1[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:27]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 70982205Ethyl 2-((2-((tert-butoxycarbonyl)amino)-5-(thiophen-2-yl)phenyl)amino)-2-oxoacetate

Product 1

HCID 71007264HCID 71007264, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-((2-((tert-butoxycarbonyl)amino)-5-(thiophen-2-yl)phenyl)amino)-2-oxoacetate (0.2 g, 0.512 mmol) in MeOH (2 mL) was added methanolic ammonia (5 mL, 0.512 mmol, 1 equiv.) in a sealed tube. The reaction was stirred at room temperature for five h. The obtained white solid was filtered and dried to afford tert-butyl (2-(2-amino-2-oxoacetamido)-4-(thiophen-2-yl)phenyl)carbamate (0.11 g, 59% yield).

Workup

  1. filtrationThe obtained white solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-f856509875b54a09a686bbbbae5c3097
Source dataset
uspto-grants-2016_06
Patent number
US09365498B2

Reaction notes

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