Hydrochloric Acid → HCID 67407217, compound

HRID 1174312Notes

Reaction equation

HRID 1174312 reaction equation
[CH3:1][C:2]([CH3:60])([CH3:59])[C@H:3]([N:45]1[CH2:49][CH2:48][N:47]([CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[C:53]([CH3:57])[N:52]=2)[C:46]1=[O:58])[C:4]([NH:6][C@@H:7]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[C@@H:8]([OH:37])[CH2:9][C@@H:10]([NH:26]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]=[C:20]([O:24][CH3:25])[N:19]=2)=[CH:14][CH:13]=1)=[O:5].Cl>CO.[Pd]>[NH2:26][C@@H:10]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[N:19]=2)=[CH:14][CH:13]=1)[CH2:9][C@H:8]([OH:37])[C@@H:7]([NH:6][C:4](=[O:5])[C@@H:3]([N:45]1[CH2:49][CH2:48][N:47]([CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[C:53]([CH3:57])[N:52]=2)[C:46]1=[O:58])[C:2]([CH3:1])([CH3:59])[CH3:60])[CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86726225HCID 86726225, compound

Product 1

HCID 67407217HCID 67407217, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution containing the product from Example 113E (0.049 mmol) in methanol (1 mL) was treated with Pd on carbon (0.005 g, 10% Pd by wt.) and HCl solution (0.050 ML, 4N in dioxane), stirred under a hydrogen atmosphere (balloon pressure) at 25° C. for 16 hours, filtered through a bed of celite®, rinsed with methanol, and concentrated to give the title compound as the hydrochloride salt.

Workup

  1. filtrationfiltered through a bed of celite®
  2. washrinsed with methanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3a4ce4a231ab4be8bf3bf9e7926f7206
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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