Water → HCID 25004190, compound

HRID 1015382Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16](F)[C:15]=2[C:21]#[N:22])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)(O)O.[NH2:27][C:28]([NH2:30])=[NH:29].O>CC(N(C)C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:15]=2[C:21]([NH2:22])=[N:27][C:28]([NH2:30])=[N:29]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 145 °C

Procedure

In a reaction vessel, 4-(2-cyano-3-fluorophenyl)piperazine-1-carboxylic acid tert-butyl ester (613.7 mg; 2 mmol) and guanidine carbonate (360.6 mg; 2 mmol) were suspended in 2 mL DMA. The reaction mixture was heated to 145° C. for 22 hours. The mixture was cooled to room temperature and 4 mL of water was added and stirred for 15 minutes. The solid was collected by vacuum filtration and washed with water and ethyl acetate and dried under vacuum to yield 278.4 mg (40% yield) of the title compound.

Workup

temperatureThe mixture was cooled to room temperature
filtrationThe solid was collected by vacuum filtration
washwashed with water and ethyl acetate
customdried under vacuum

Sources & evidence

ORD record: ord-6ba6d0f92daf4e3bb0a3b4b02e5f74ab
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985755B2

Reaction notes

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