Hydrochloric Acid → HCID 68509561, compound

HRID 1174237Notes

Reaction equation

HRID 1174237 reaction equation
[CH3:1][C:2]([CH3:58])([CH3:57])[C@H:3]([N:43]1[CH2:47][CH2:46][N:45]([CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([CH3:55])[N:50]=2)[C:44]1=[O:56])[C:4]([NH:6][C@@H:7]([CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH2:8][C@H:9]([OH:35])[C@@H:10]([NH:24]C(=O)OCC1C=CC=CC=1)[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:5].Cl>CO.[OH-].[OH-].[Pd+2]>[NH2:24][C@@H:10]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][N:21]=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)[C@@H:9]([OH:35])[CH2:8][C@@H:7]([NH:6][C:4](=[O:5])[C@@H:3]([N:43]1[CH2:47][CH2:46][N:45]([CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([CH3:55])[N:50]=2)[C:44]1=[O:56])[C:2]([CH3:57])([CH3:1])[CH3:58])[CH2:36][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86726195HCID 86726195, compound

Product 1

HCID 68509561HCID 68509561, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution containing the product from Example 73C (0.095 g, 0.121 mmol) in methanol (1.5 mL) was treated with Pd(OH)2 on carbon (0.075 g, 20% Pd by wt.) and HCl solution (0.090 mL, 4N in dioxane), stirred under a hydrogen atmosphere (balloon pressure) at 25° C. for 16 hours, filtered through a bed of celite® and rinsed with methanol. The solvent was concentrated to give the title compound as the hydrochloride salt, which was used without further purification.

Workup

  1. filtrationfiltered through a bed of celite®
  2. washrinsed with methanol
  3. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-7266bc84e5d04836bd147821eaf3f3f3
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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