HCID 86587568, compound → HCID 69971833, compound

HRID 481250Notes

Reaction equation

HRID 481250 reaction equation
[CH3:1][C@:2]12[C@H:54]3[CH2:55][C@H:52]([C:53]3([CH3:57])[CH3:56])[CH2:51][C@H:3]1[O:4][B:5]([CH:7]([NH:12][C:13]([C@H:15]1[N:19]3[C:20](=[O:46])[C:21]([N:24]([CH2:35][C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[CH:37]=4)C(=O)OCC4C=CC=CC=4)=[CH:22][N:23]=[C:18]3[C@@:17]([N:48]=[N+]=[N-])([CH3:47])[CH2:16]1)=[O:14])[CH2:8][CH:9]([F:11])[F:10])[O:6]2>CO.[Pd]>[CH3:1][C@:2]12[C@H:54]3[CH2:55][C@H:52]([C:53]3([CH3:57])[CH3:56])[CH2:51][C@H:3]1[O:4][B:5]([CH:7]([NH:12][C:13]([C@H:15]1[N:19]3[C:20](=[O:46])[C:21]([NH:24][CH2:35][C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:43])([F:44])[F:45])[CH:37]=4)=[CH:22][N:23]=[C:18]3[C@@:17]([NH2:48])([CH3:47])[CH2:16]1)=[O:14])[CH2:8][CH:9]([F:10])[F:11])[O:6]2

Participants

4

Reactant 1

HCID 86587568HCID 86587568, compound

Product 1

HCID 69971833HCID 69971833, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 84a (141 mg, 0.177 mmol) in 5 mL MeOH, was added 10% Pd-C (50 mg). The mixture was evacuate and flushed with H2 (3×), then was stirred under an atmosphere of H2 for 8 h. The mixture was filtered and concentrated to give 113 mg (quantitative) of 84b. MS (ESI) 638.4 (M+H+), 660.3 (M+Na+), 636.3 (M−H+).

Workup

  1. customThe mixture was evacuate
  2. customflushed with H2 (3×)
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f6a74e03f69142f39e37e10080124102
Source dataset
uspto-grants-2003_11
Patent number
US06653295B2

Reaction notes

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