HCID 23525769, compound → HCID 22640976, compound

HRID 2415268Notes

Reaction equation

HRID 2415268 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]3[S:21][C:22]([C:26](=[O:34])[C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=4)=[C:23]([NH2:25])[N:24]=3)=[CH:15][CH:14]=2)[CH2:9]1)=O)(C)(C)C>Cl.C(OCC)C>[NH2:25][C:23]1[N:24]=[C:20]([NH:19][C:16]2[CH:15]=[CH:14][C:13]([O:12][CH:10]3[CH2:9][NH:8][CH2:11]3)=[CH:18][CH:17]=2)[S:21][C:22]=1[C:26]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=1)=[O:34]

Participants

4

Reactant 1

HCID 23525769HCID 23525769, compound

Product 1

HCID 22640976HCID 22640976, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

3-[4-[4-Amino-5-(3-fluoro-benzoyl)-thiazol-2-ylamino]-phenoxy]-azetidin-1-carboxylic acid tert-butyl ester (from Example 116, 160 mg, 0.33 mmol) was suspended in 1N HCl in diethyl ether and the mixture was stirred at room temperature overnight. The solid was filtered and passed through a C18 column eluting with aqueous ammonia in acetonitrile. The mixture was concentrated and the solid was filtered and dried to give a yellow solid. 110 mg, 87%. MS (ES) MH+=385.

Workup

  1. filtrationThe solid was filtered
  2. washeluting with aqueous ammonia in acetonitrile
  3. concentrationThe mixture was concentrated
  4. filtrationthe solid was filtered
  5. customdried
  6. customto give a yellow solid

Sources & evidence

ORD record
ord-c58ed03322114ff5a0966871c6d15a2a
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

Loading…