{4'-[4-(1,1-Dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylcarbamoyl]-6-methyl-biphenyl-3-yl}-carbamic acid tert-butyl ester → 5'-Amino-2'-methyl-biphenyl-4-carboxylic acid [4-(1,1-dioxo-1 lambda*6*-thiomorpholin-4-ylmethyl)-phenyl]-amide

HRID 1678465Notes

Reaction equation

HRID 1678465 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:9]=[C:10]([C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:38])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([CH2:29][N:30]4[CH2:35][CH2:34][S:33](=[O:37])(=[O:36])[CH2:32][CH2:31]4)=[CH:25][CH:24]=3)=[CH:17][CH:16]=2)[C:11]([CH3:14])=[CH:12][CH:13]=1)(C)(C)C>C(O)C.Cl>[O:37]=[S:33]1(=[O:36])[CH2:34][CH2:35][N:30]([CH2:29][C:26]2[CH:27]=[CH:28][C:23]([NH:22][C:21]([C:18]3[CH:19]=[CH:20][C:15]([C:10]4[CH:9]=[C:8]([NH2:7])[CH:13]=[CH:12][C:11]=4[CH3:14])=[CH:16][CH:17]=3)=[O:38])=[CH:24][CH:25]=2)[CH2:31][CH2:32]1

Participants

4

Reactant 1

HCID 59822377{4'-[4-(1,1-Dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylcarbamoyl]-6-methyl-biphenyl-3-yl}-carbamic acid tert-butyl ester

Product 1

HCID 598223845'-Amino-2'-methyl-biphenyl-4-carboxylic acid [4-(1,1-dioxo-1 lambda*6*-thiomorpholin-4-ylmethyl)-phenyl]-amide

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of {4′-[4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylcarbamoyl]-6-methyl-biphenyl-3-yl}-carbamic acid tert-butyl ester (685 mg) in ethanol (25 ml) and 6M HCl (25 ml) was stirred at 20 C for 18 h. The mixture was then basified and the ethanol evaporated. The colourless solid thus formed was collected by filtration and dried (434 mg).

Workup

  1. customthe ethanol evaporated
  2. customThe colourless solid thus formed
  3. filtrationwas collected by filtration
  4. customdried (434 mg)

Sources & evidence

ORD record
ord-79020b629aae4ffb88ca1add625f7ac4
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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