Hydrochloric Acid → HCID 68509329, compound

HRID 1174337Notes

Reaction equation

HRID 1174337 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)[C@@H:8]([OH:35])[CH2:9][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][CH:21]=[CH:20][N:19]=2)=[CH:14][CH:13]=1)=[O:5].Cl>CO.O1CCOCC1.[Pd]>[NH2:24][C@@H:10]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[CH:14][CH:13]=1)[CH2:9][C@H:8]([OH:35])[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

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86726236HCID 86726236, compound

Product 1

HCID 68509329HCID 68509329, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 23938PalladiumSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution containing the product from Example 130B (0.067 g, 0.086 mmol) in methanol (3 mL) was treated with a solution of HCl in dioxane (0.025 mL, 4 M) and Pd on carbon (0.007 g, 10% Pd by wt.), 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 (0.053 g), 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-ba315547262849b59b608d6e69437509
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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