Methanol → HCID 59460409, compound

HRID 1713332Notes

Reaction equation

HRID 1713332 reaction equation
C(OC(N(CCCO[C:18]1[CH:19]=[C:20]([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH:21]=[CH:22][C:23]=1[CH2:24][NH:25][C:26]1[N:27]([C:37]2[N:38]=[CH:39][N:40]=[C:41]([NH2:44])[C:42]=2[N:43]=1)[C@@H:28]1[O:36][C@H:33]([CH2:34][OH:35])[C@@H:31]([OH:32])[C@H:29]1[OH:30])CC)=O)C1C=CC=CC=1.[CH3:51][OH:52]>[Pd]>[CH2:28]([NH:27][CH2:37][CH2:42][CH2:51][O:52][C:19]1[CH:18]=[C:23]([CH2:24][NH:25][C:26]2[N:27]([C:37]3[N:38]=[CH:39][N:40]=[C:41]([NH2:44])[C:42]=3[N:43]=2)[C@@H:28]2[O:36][C@H:33]([CH2:34][OH:35])[C@@H:31]([OH:32])[C@H:29]2[OH:30])[CH:22]=[CH:21][C:20]=1[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)[CH3:29]

Participants

4

Reactant 2

HCID 887MethanolHCID 67457980HCID 67457980, compound

Product 1

HCID 59460409HCID 59460409, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 8-{3-[3-(N-benzyloxycarbonyl-N-ethyl-amino)propoxy]biphenyl-4-ylmethylamino}adenosine (0.18 g) and 10% palladium on carbon (43.8 wt % H2O, 0.21 g) in methanol (5.3 mL) was stirred at room temperature for 24 hours under a hydrogen atmosphere. The insoluble material was filtered out and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on amino-propylated silica gel (eluent: dichloromethane/methanol=8/1 to 6/1) to give the title compound (0.12 g).

Workup

  1. filtrationThe insoluble material was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on amino-propylated silica gel (eluent: dichloromethane/methanol=8/1 to 6/1)

Sources & evidence

ORD record
ord-c85912f496ce423ebbe9e53b8d72d284
Source dataset
uspto-grants-2010_09
Patent number
US07795236B2

Reaction notes

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