Potassium Carbonate → HCID 178446086, compound

HRID 1750175Notes

Reaction equation

[C:1]([CH2:3][C@@H:4]([NH:9][C:10]([C:12]1[CH:31]=[CH:30][C:15]2[N:16]([CH:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[C:17]([CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)=[N:18][C:14]=2[CH:13]=1)=[O:11])[CH2:5][CH:6]([CH3:8])[CH3:7])#[N:2].[F:32][C:33]([F:39])([F:38])[C:34]([NH:36][NH2:37])=O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:8][CH:6]([CH3:7])[CH2:5][C@H:4]([NH:9][C:10]([C:12]1[CH:31]=[CH:30][C:15]2[N:16]([CH:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[C:17]([CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)=[N:18][C:14]=2[CH:13]=1)=[O:11])[CH2:3][C:1]1[N:2]=[C:34]([C:33]([F:39])([F:38])[F:32])[NH:36][N:37]=1

Participants

Conditions

Temperature: 200 °C

Procedure

A mixture of 50 mg 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid ((S)-1-cyanomethyl-3-methyl-butyl)-amide, 45 mg of trifluoroacetic acid hydrazide and 4 mg of potassium carbonate in 0.6 ml of ethanol was heated to 200° C. in a microwave reactor for 24 h. The solvent was removed and the residue was purified by HPLC to obtain 6 mg (10%) of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(5-trifluoromethyl-1H-[1,2,4]triazol-3-ylmethyl)-butyl]-amide.

Workup

customThe solvent was removed
customthe residue was purified by HPLC

Sources & evidence

ORD record: ord-482ed61342ea402bb572ce40cd5bd47c
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156796B2

Reaction notes

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