HCID 86627970, compound → HCID 67268582, compound

HRID 251749Notes

Reaction equation

HRID 251749 reaction equation
[NH2:1][C:2](=[O:35])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C@H:8]([NH:24]C(=O)OCC1C=CC=CC=1)[C:9]1[NH:10][C:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=2)=[CH:12][N:13]=1>CO.[Pd]>[NH2:24][C@H:8]([C:9]1[NH:10][C:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=2)=[CH:12][N:13]=1)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([NH2:1])=[O:35]

Participants

4

Reactant 1

HCID 86627970HCID 86627970, compound

Product 1

HCID 67268582HCID 67268582, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the amide (ZZ5) (1 eq.) in MeOH was cooled at 0° C. under N2, then Pd/C (10% wt) was added. After two vacuum-H2 cycles the mixture was stirred 2.5 hr under an H2 atmosphere. The catalyst was filtered off and washed with MeOH then the solvent was removed under reduced pressure. The crude was used as such in the following reaction. MS (ES) C20H24N4O requires: 336, found: 337 (M+H)+.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with MeOH
  3. customthe solvent was removed under reduced pressure
  4. customsuch in the following reaction

Sources & evidence

ORD record
ord-d649388adb67482bb15bb56463fe2e95
Source dataset
uspto-grants-2011_01
Patent number
US07863294B2

Reaction notes

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