Hydrochloric Acid → HCID 58098661, compound

HRID 384250Notes

Reaction equation

HRID 384250 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([NH:18][CH2:19][CH:20]3[CH2:25][CH2:24][CH2:23][N:22](C(OCC4C=CC=CC=4)=O)[CH2:21]3)[C:15]([C:36](=[O:38])[NH2:37])=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].Cl>CO.[Pd]>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([NH:18][CH2:19][CH:20]3[CH2:25][CH2:24][CH2:23][NH:22][CH2:21]3)[C:15]([C:36]([NH2:37])=[O:38])=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58098670HCID 58098670, compound

Product 1

HCID 58098661HCID 58098661, compoundYield 86.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 3-((2-(3-acetamidophenylamino)-5-carbamoylpyrimidin-4-ylamino)methyl)piperidine-1-carboxylate (340 mg, 0.657 mmol) and Pd—C (10%, 52 mg) in MeOH (10 mL) containing 5 drops of aq. 6N HCl was hydrogenated under balloon H2 for 18 h. It was then filtered through celite. The filtrate was concentrated in vacuo to give the titled compound (219 mg). MS 384.4 (M+H); UV 246.7 nm.

Workup

  1. filtrationIt was then filtered through celite
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-06d780f392ad4844b21e353838d196c4
Source dataset
uspto-grants-2013_02
Patent number
US08367689B2

Reaction notes

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