Hydrochloric Acid → HCID 46198555, compound

HRID 1514299Notes

Reaction equation

HRID 1514299 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:10][C:11]([NH:13][CH2:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[C:20](=[O:24])[N:19]([CH:25]2[CH2:30][CH2:29][C:28](=[O:31])[NH:27][C:26]2=[O:32])[CH2:18]3)=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9])#[N:2].Cl.[H][H]>C(O)(C)C.C(O)(=O)C.[Pt]=O>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([NH:10][C:11]([NH:13][CH2:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[C:20](=[O:24])[N:19]([CH:25]2[CH2:30][CH2:29][C:28](=[O:31])[NH:27][C:26]2=[O:32])[CH2:18]3)=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 66589562HCID 66589562, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 46198555HCID 46198555, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 3776IsopropanolSolvent

Procedure

A mixture of 1-(3-cyano-4-methylphenyl)-3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methyl)urea (0.54 g, 1.0 mmol), platinum oxide (0.1 g), and 5-6M HCl in isopropanol (2 mL) in acetic acid (15 mL) is hydrogenated under 50 psi hydrogen for 48 hrs. The mixture is filtered through Celite, the filtrate is evaporated under vacuum, and the residue is purified by preparative HPLC to provide the product.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. customthe filtrate is evaporated under vacuum
  3. customthe residue is purified by preparative HPLC
  4. customto provide the product

Sources & evidence

ORD record
ord-5a09830504124e098048535ccec76638
Source dataset
uspto-grants-2012_07
Patent number
US08222249B2

Reaction notes

Loading…