Hydrochloric Acid → Hydrochloric Acid

HRID 1518241Notes

Reaction equation

HRID 1518241 reaction equation
C([N:8]1[CH2:39][C:10]2([CH2:17][N:16]3[C:18]4[CH:19]=[C:20]([C:31]([O:33][CH3:34])=[O:32])[CH:21]=[CH:22][C:23]=4[C:24]([CH:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)=[C:15]3[C:14]3[CH:35]=[CH:36][CH:37]=[CH:38][C:13]=3[O:12][CH2:11]2)[CH2:9]1)C1C=CC=CC=1.[ClH:40]>CO.CCOC(C)=O.[Pd]>[CH:25]1([C:24]2[C:23]3[CH:22]=[CH:21][C:20]([C:31]([O:33][CH3:34])=[O:32])=[CH:19][C:18]=3[N:16]3[C:15]=2[C:14]2[CH:35]=[CH:36][CH:37]=[CH:38][C:13]=2[O:12][CH2:11][C:10]2([CH2:9][NH:8][CH2:39]2)[CH2:17]3)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1.[ClH:40]

Participants

7

Reactant 2

HCID 313Hydrochloric AcidHCID 68705303HCID 68705303, compound

Product 2

HCID 313Hydrochloric AcidYield 46%HCID 68701405HCID 68701405, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A 0.07M solution of methyl 1-benzyl-14′-cyclohexylspiro[azetidine-3,7′-indolo[1,2-e][1,5]benzoxazocine]-11′-carboxylate in MeOH and EtOAc (2:1) was stirred in the presence of 10% Pd/C and 3M HCl under H2-atmosphere for 3 days. The reaction mixture was filtered on CELITE and co-evaporated with toluene, pentane and Et2O until a solid was obtained; this solid was washed with Et2O and dried to afford the title compound as its HCl salt (46%). MS (ES+) m/z 431 (M+H)+.

Workup

  1. filtrationThe reaction mixture was filtered on CELITE and co-evaporated with toluene, pentane and Et2O until a solid
  2. customwas obtained
  3. washthis solid was washed with Et2O
  4. customdried

Sources & evidence

ORD record
ord-918350f135864b05880c1fe66c4b90a6
Source dataset
uspto-grants-2012_07
Patent number
US08232390B2

Reaction notes

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