HCID 178502056, compound → HCID 178502057, compound

HRID 2308499Notes

Reaction equation

HRID 2308499 reaction equation
[CH3:1][O:2][C:3](=[O:29])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14]3[N:15]=[C:16]([NH:19]C(OC(C)(C)C)=O)[NH:17][CH:18]=3)=[CH:12][CH:11]=[C:10]([O:27][CH3:28])[C:8]=2[N:9]=1>Cl.CO>[CH3:1][O:2][C:3](=[O:29])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14]3[N:15]=[C:16]([NH2:19])[NH:17][CH:18]=3)=[CH:12][CH:11]=[C:10]([O:27][CH3:28])[C:8]=2[N:9]=1

Participants

3

Reactant 1

HCID 178502056HCID 178502056, compound

Product 1

HCID 178502057HCID 178502057, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

0.04 g of [7-(2-tert-butoxycarbonylamino-1H-imidazol-4-yl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester (0.0001 Mol) were heated to 60° C. in HCl/MeOH (2.5 M, 2 ml). After evaporation of the solvent the residue was dissolved in water (5 ml) and the pH was adjusted to 8 with sat. NaHCO3. The water was evaporated and the residue triturated in ethyl acetate where a precipitation formed. This was isolated and dried to yield the title compound as a grey solid (16%); F.p.: 225-235° C.

Workup

  1. customAfter evaporation of the solvent the residue
  2. dissolutionwas dissolved in water (5 ml)
  3. customThe water was evaporated
  4. customthe residue triturated in ethyl acetate where
  5. customa precipitation
  6. customformed
  7. customThis was isolated
  8. customdried

Sources & evidence

ORD record
ord-8fa7d571a69249e38a42b67d0390c673
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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