Ethanol → HCID 59457538, compound

HRID 1777326Notes

Reaction equation

HRID 1777326 reaction equation
[CH3:1][C:2]1([CH3:37])[CH2:7][CH2:6][C:5]([C:8]2[C:13]([NH:14][C:15]([C:17]3[N:18](COCC[Si](C)(C)C)[C:19]([C:22]#[N:23])=[CH:20][N:21]=3)=[O:16])=[CH:12][CH:11]=[C:10]([C:32]([O:34]CC)=[CH2:33])[N:9]=2)=[CH:4][CH2:3]1.CCO.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:32]([C:10]1[N:9]=[C:8]([C:5]2[CH2:6][CH2:7][C:2]([CH3:37])([CH3:1])[CH2:3][CH:4]=2)[C:13]([NH:14][C:15]([C:17]2[NH:18][C:19]([C:22]#[N:23])=[CH:20][N:21]=2)=[O:16])=[CH:12][CH:11]=1)(=[O:34])[CH3:33]

Participants

5

Reactant 3

HCID 702EthanolHCID 6422Trifluoroacetic acidHCID 86615970HCID 86615970, compound

Product 1

HCID 59457538HCID 59457538, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 5-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-6-(1-ethoxy-vinyl)-pyridin-3-yl]-amide (as prepared in the previous step, 12 mg, 0.023 mmol)) as a solution in 10 mL of DCM with 0.4 mL of EtOH and 10 mL of TFA; the mixture was stirred for 1 h at RT. The mixture was concentrated and triturated with Et2O to give (4.4 mg, 52%). Mass spectrum (ESI, m/z): Calcd. for C20H21N5O2, 364.1 (M+H). found 364.1.

Workup

  1. concentrationThe mixture was concentrated
  2. customtriturated with Et2O
  3. customto give (4.4 mg, 52%)

Sources & evidence

ORD record
ord-cefbd43c5cad42d5b0a26d4ca2f4a1e6
Source dataset
uspto-grants-2016_02
Patent number
US09266866B2

Reaction notes

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