HCID 70981688, compound → HCID 70980733, compound

HRID 1475383Notes

Reaction equation

HRID 1475383 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][O:15][CH3:16])[N:11]([CH2:17][C:18]([N:20]2[C:28]3[CH:27]=[C:26]([C:29]4[CH2:33][CH2:32][CH2:31][CH:30]=4)[N:25]=[CH:24][C:23]=3[C:22]([CH3:35])([CH3:34])[CH2:21]2)=[O:19])[CH2:10][C@H:9]1[CH3:36])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C1COCC1.CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][O:15][CH3:16])[N:11]([CH2:17][C:18]([N:20]2[C:28]3[CH:27]=[C:26]([CH:29]4[CH2:30][CH2:31][CH2:32][CH2:33]4)[N:25]=[CH:24][C:23]=3[C:22]([CH3:35])([CH3:34])[CH2:21]2)=[O:19])[CH2:10][C@H:9]1[CH3:36])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 1

HCID 70981688HCID 70981688, compound

Product 1

HCID 70980733HCID 70980733, compoundYield 87%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (2R,5R)-4-[2-(6-cyclopent-1-enyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (see Table 1) (60 mg, 0.12 mmol) in THF (5 mL) and MeOH (5 mL) was added palladium on carbon (10%, 10 mg) and the mixture was hydrogenated for 2 h. The catalyst was filtered and the filtrate evaporated to afford the title compound (52 mg, 87%) as a white solid. MS [M+H]+=501.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-02f78e64b79a4d6b91875a0e99bd1a12
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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