HCID 60063784, compound → HCID 10070268, compound

HRID 2415249Notes

Reaction equation

HRID 2415249 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[S:23][C:24]([C:28](=[O:36])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=3)=[C:25]([NH2:27])[N:26]=2)=[CH:17][CH:16]=1)=O)(C)(C)C>Cl.C(OCC)C>[NH2:27][C:25]1[N:26]=[C:22]([NH:21][C:18]2[CH:17]=[CH:16][C:15]([O:14][CH2:13][CH:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:20][CH:19]=2)[S:23][C:24]=1[C:28]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=1)=[O:36]

Participants

4

Reactant 1

HCID 60063784HCID 60063784, compound

Product 1

HCID 10070268HCID 10070268, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

(S)-2-[4-[4-Amino-5-(3fluoro-benzoyl)-thiazol-2-ylamino]-phenoxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (Example 2, 200 mg, 0.39 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. 120 mg, 75%. MS (ES) MH+=413.

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-293e5cd47d61481b8b8c7074f5fb183a
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

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