Potassium Hydroxide → HCID 21064022, compound

HRID 2118039Notes

Reaction equation

HRID 2118039 reaction equation
[OH-:1].[K+].[Cl:3][C:4]1[CH:31]=[CH:30][C:7]2[N:8]3[C:12]([CH2:13][O:14][CH2:15][C:6]=2[CH:5]=1)=[N:11][N:10]=[C:9]3[CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[N:23]=2)[CH2:18][CH2:17]1>CC(O)(C)C>[Cl:3][C:4]1[CH:31]=[CH:30][C:7]2[N:8]3[C:12]([CH2:13][O:14][CH2:15][C:6]=2[CH:5]=1)=[N:11][N:10]=[C:9]3[CH:16]1[CH2:17][CH2:18][N:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([NH2:29])=[O:1])[N:23]=2)[CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21925539HCID 21925539, compound

Product 1

HCID 21064022HCID 21064022, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

Powdered potassium hydroxide (46 mg, 81 mmol) was added to a solution of the carbonitrile of example 20 (110 mg, 0.27 mmol) in 2-Methyl-propan-2-ol (6 ml). The mixture was heated at 100° C. for 18 hours before evaporation under reduced pressure. The residue was purified by chromatography on silica gel using methanol and ammonium hydroxide in dichloromethane (5:0.5:95) as eluant, to afford the title compound (62 mg), as an off-white solid.

Workup

  1. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-a5bca40a9dfa4622af746e0ad6dc7c17
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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