Tetrahydrofuran → HCID 54331347, compound

HRID 1604666Notes

Reaction equation

HRID 1604666 reaction equation
C([O:8][C:9]([CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]3[O:32][C:31]([C:33]4[S:34][CH:35]=[C:36]([C:38]([CH3:41])([CH3:40])[CH3:39])[N:37]=4)=[CH:30][C:29]=3[CH:42]=1)[CH:19]=[C:18]2[CH2:43][C:44]([O:46][CH3:47])=[O:45])=[O:10])C1C=CC=CC=1.O1CCCC1>CO>[C:38]([C:36]1[N:37]=[C:33]([C:31]2[O:32][C:28]3[CH:27]=[CH:26][C:25]([CH2:24][N:20]4[C:21]5[C:17](=[CH:16][C:15]([O:14][CH2:13][CH2:12][CH2:11][C:9]([OH:10])=[O:8])=[CH:23][CH:22]=5)[C:18]([CH2:43][C:44]([O:46][CH3:47])=[O:45])=[CH:19]4)=[CH:42][C:29]=3[CH:30]=2)[S:34][CH:35]=1)([CH3:41])([CH3:39])[CH3:40]

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 17822421HCID 17822421, compound

Product 1

HCID 54331347HCID 54331347, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 5-[3-(benzyloxycarbonyl)propoxy]-1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indole-3-acetate in a mixed solvent of tetrahydrofuran (2 ml) and methanol (2 ml) was hydrogenated over 10% Pd--C (60 mg) at room temperature under atmosphere pressure. After removal of the catalyst by filtration, the filtrate was concentrated under reduced pressure to give methyl 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}-5-(3-carboxypropoxy)indole-3-acetate (0.16 g).

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-eaa663f5eca8413380eef236e11fa904
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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