Hydrochloric Acid → HCID 22266222, compound

HRID 489681Notes

Reaction equation

HRID 489681 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][N:14]([S:34]([CH3:37])(=[O:36])=[O:35])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]1[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]1.[ClH:38]>CCOC(C)=O>[ClH:38].[CH3:37][S:34]([N:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)[CH2:13][CH2:12][N:3]1[C:4](=[O:11])[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2]1=[O:1])(=[O:35])=[O:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22266240HCID 22266240, compound

Product 1

HCID 22266222HCID 22266222, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a 150 mL round-bottomed flask equipped with stirring was added tert-butyl 4-(2-{[2-(1,3-dioxo-isoindolin-2-yl)ethyl](methylsulfonyl)-amino}-phenyl)-piperidinecarboxylate (Step a) (1.58 g, 3 mmol) and EtOAc (5 mL). The mixture was treated with a satd solution of anhydrous HCl in EtOAc (70 mL) at 0° C. The reaction mixture was warmed to RT and stirred for 3 h. The solvent was removed in vacuo to provide the title compound as a white foam (1.38 g). MS (ESI, pos. ion) m/z: 428 (M+1); MS (ESI, neg. ion) m/z: 426 (M−1). Calc'd for C22H25N3O4S: 427.16.

Workup

  1. customTo a 150 mL round-bottomed flask equipped
  2. stirringstirred for 3 h
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-cb2d047481e54a4dbc642525d7cb3b5f
Source dataset
uspto-grants-2005_12
Patent number
US06977264B2

Reaction notes

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