Hydrochloric Acid → HCID 46198555, compound

HRID 588024Notes

Reaction equation

HRID 588024 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-e36e635396a8473c9590beb39151c2e7
Source dataset
uspto-grants-2016_01
Patent number
US09227954B2

Reaction notes

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