2-Chloro-6-methoxybenzothiazole → HCID 86616423, compound

HRID 2356836Notes

Reaction equation

HRID 2356836 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][C:17]([CH3:23])([C:19]([O:21][CH3:22])=[O:20])[CH3:18])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl[C:25]1[S:26][C:27]2[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][C:28]=2[N:29]=1>C(O)CCC>[CH3:35][O:34][C:32]1[CH:31]=[CH:30][C:28]2[N:29]=[C:25]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([C:8]4[CH:13]=[CH:12][C:11]([C:14]([NH:16][C:17]([CH3:23])([C:19]([O:21][CH3:22])=[O:20])[CH3:18])=[O:15])=[CH:10][CH:9]=4)=[CH:6][CH:7]=3)[S:26][C:27]=2[CH:33]=1

Participants

4

Reactant 2

HCID 2731322-Chloro-6-methoxybenzothiazoleHCID 44891498HCID 44891498, compound

Product 1

HCID 86616423HCID 86616423, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As shown in Reaction Scheme 12, a mixture of methyl N-[(4′-aminobiphenyl-4-yl)carbonyl]-2-methylalaninate (100 mg, 0.32 mmol), 2-chloro-6-methoxybenzothiazole (83 mg, 0.42 mmol, commercially available), and 1-butanol (4.0 mL) was heated at 90° C. overnight. The solvent was evaporated under reduced pressure to afford crude methyl N-({4′-[(6-methoxy-1,3-benzothiazol-2-yl)amino]biphenyl-4-yl}carbonyl)-2-methylalaninate; LC-MS m/z 476.2 (MH+), retention time 3.25 minutes.

Workup

  1. customAs shown in Reaction Scheme 12
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-318991d284ea404ba49ca4fe5fa2c5e2
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

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