HCID 86644971, compound → HCID 86644970, compound

HRID 1619488Notes

Reaction equation

HRID 1619488 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH:5]=[CH:6][C:7]1[N:15]([CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:14]2[CH:13]=[C:12]([Cl:24])[N:11]=[CH:10][C:9]=2[CH:8]=1)[CH3:2]>CCOC(C)=O.O=[Pt]=O>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH2:6][C:7]1[N:15]([CH2:16][C:17]([O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:18])[C:14]2[CH:13]=[C:12]([Cl:24])[N:11]=[CH:10][C:9]=2[CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 86644971HCID 86644971, compound

Product 1

HCID 86644970HCID 86644970, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.08 g of 3-(1-tert-butoxycarbonylmethyl-6-chloro-1H-pyrrolo[3,2-c]pyridin-2-yl)acrylic acid ethyl ester and 0.015 g of PtO2 in 12 mL of EtOAc was stirred under a balloon pressure of H2 for 16 h. The mixture was filtered through celite and concentrated to give crude product (0.08 g, white solid) MS (ESI): 367.2 (M+1)

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e9a7cb3f7d6c44488da7bf804b207e15
Source dataset
uspto-grants-2014_07
Patent number
US08772312B2

Reaction notes

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