Tetrafluoro-m-phenylenediamine dihydrochloride → H-Phe-His-Leu-Val-Ile-His-NH2.2HCl

HRID 65347Notes

Reaction equation

HRID 65347 reaction equation
C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:13].Cl.[NH:15](C(OCC1C=CC=CC=1)=O)[C@H:16]([C:24]([NH:26][C@H:27]([C:34]([NH:36][C@H:37]([C:42]([NH:44][C@H:45]([C:49]([NH:51][C@H:52]([C:57]([NH:59][C@H:60]([C:67]([NH2:69])=[O:68])[CH2:61][C:62]1[N:66]=[CH:65][NH:64][CH:63]=1)=[O:58])[C@H:53]([CH2:55][CH3:56])[CH3:54])=[O:50])[CH:46]([CH3:48])[CH3:47])=[O:43])[CH2:38][CH:39]([CH3:41])[CH3:40])=[O:35])[CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O.CO.[Pd]>[NH2:15][C@H:16]([C:24]([NH:26][C@H:27]([C:34]([NH:36][C@H:37]([C:42]([NH:44][C@H:45]([C:49]([NH:51][C@H:52]([C:57]([NH:59][C@H:60]([C:67]([NH2:69])=[O:68])[CH2:61][C:62]1[N:66]=[CH:65][NH:64][CH:63]=1)=[O:58])[C@H:53]([CH2:55][CH3:56])[CH3:54])=[O:50])[CH:46]([CH3:48])[CH3:47])=[O:43])[CH2:38][CH:39]([CH3:41])[CH3:40])=[O:35])[CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[ClH:13].[ClH:13]

Participants

5

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 178455944HCID 178455944, compound

Product 1

HCID 178455954H-Phe-His-Leu-Val-Ile-His-NH2.2HCl

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

3.14 g of the dihydrochloride of Z-Phe-His-Leu-Val-Ile-His-NH2 from Example 1 are hydrogenated for 4 hours at normal pressure in 100 ml of water/methanol (5:95) in the presence of 350 mg of palladium-on-carbon (5%). After removing the catalyst by filtration, evaporating off the solvent and drying in a high vacuum, H-Phe-His-Leu-Val-Ile-His-NH2.2HCl is obtained in the form of a colourless powder. Rf (B11)=0.26.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. customevaporating off the solvent
  4. customdrying in a high vacuum

Sources & evidence

ORD record
ord-f6560d9cb06f41d981ae71b7dadbda5e
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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