Hydrochloric Acid → HCID 60054562, compound

HRID 489693Notes

Reaction equation

HRID 489693 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:30][C:31]([CH:33]2[CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34]2)=[O:32])[C:10](=[O:29])[N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH:27]=[CH:26][NH:25][C:24]3=[O:28])[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C@@H:9]([NH:30][C:31]([CH:33]2[CH2:34][NH:35][CH2:36]2)=[O:32])[C:10](=[O:29])[N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH:27]=[CH:26][NH:25][C:24]3=[O:28])[CH2:13][CH2:12]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69740869HCID 69740869, compound

Product 1

HCID 60054562HCID 60054562, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared according to the procedure described in Example 16 (Step b) using tert-butyl 3-[N-((1R)-1-[(4-chlorophenyl)methyl]-2-oxo-2-(4-[2-(2-oxo(4-imidazolinyl))phenyl]piperidyl)ethyl}carbamoyl]azetidinecarboxylate (Step a) (0.2 g, 0.33 mmol) and satd anhydrous HCl in EtOAc (20 mL). Purification by reverse phase preparative HPLC [Phenomenex; 5 μm 250×21.2 mm, 5% to 95% CH3CN (0.1% TFA) in H2O (0.1% TFA) over 30 min, then 100% CH3CN (0.1% TFA) for 2 min] provided the title compound (TFA salt) as a white solid (0.02 g) MS (ESI, pos. ion) m/z: 508 (M+1) Calc'd for C27H30ClN5O3: 507.20.

Workup

  1. customThe title compound was prepared
  2. customPurification by reverse phase preparative HPLC [Phenomenex

Sources & evidence

ORD record
ord-5ad7836448104678b14d967f0873db5d
Source dataset
uspto-grants-2005_12
Patent number
US06977264B2

Reaction notes

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