Hydrochloric Acid → 5'-Amino-2'-methyl-biphenyl-4-carboxylic acid ethyl ester

HRID 1678468Notes

Reaction equation

HRID 1678468 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([NH:18]C(OC(C)(C)C)=O)[CH:15]=[CH:14][C:13]=2[CH3:26])=[CH:8][CH:7]=1)=[O:5])[CH3:2].Cl>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[C:16]([NH2:18])[CH:15]=[CH:14][C:13]=2[CH3:26])=[CH:10][CH:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 598223705'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 598223355'-Amino-2'-methyl-biphenyl-4-carboxylic acid ethyl esterYield 84.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5′-tert-Butoxycarbonylamino-2′-methyl-biphenyl-4-carboxylic acid ethyl ester (6.6 g) was stirred in ethanol (120 ml) and 6M HCl (50 ml) at 20 C for 2 days. The ethanol was evaporated and the residue basified and then extracted with dichloromethane. The dried extracts were evaporated giving the title compound as a pale brown crystalline solid (4 g).

Workup

  1. customThe ethanol was evaporated
  2. extractionextracted with dichloromethane
  3. customThe dried extracts were evaporated

Sources & evidence

ORD record
ord-d0208ae55b1741ec9f93e8e8cbfeff3b
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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