Hydrochloric Acid → HCID 50917438, compound

HRID 1045487Notes

Reaction equation

Cl[C:2]1[C:11]2[CH2:10][N:9]([CH3:12])[C:8](=[O:13])[NH:7][C:6]=2[N:5]=[CH:4][CH:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:30])[C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=2)=[CH:17][C:16]=1[F:31].Cl>CN1C(=O)CCC1>[F:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[C:22]([NH:21][C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:2]2[C:11]3[CH2:10][N:9]([CH3:12])[C:8](=[O:13])[NH:7][C:6]=3[N:5]=[CH:4][CH:3]=2)=[C:16]([F:31])[CH:17]=1)=[O:30]

Participants

Conditions

Temperature: 170 °C

Procedure

19 (40.0 mg, 0.20 mmol), N-(4-amino-3-fluorophenyl)-3-fluorobenzamide (50.2 mg, 0.20 mmol), and HCl (51.0 μl, 0.18 mol) were suspended in NMP (1 mL), and stirred for 1 h at 170° C. in a microwave. The resulting mixture was purified by HPLC to provide 20 (17 mg, 20% yield) as a solid. LC-MS (M+H=410, obsd.=410).

Workup

customThe resulting mixture was purified by HPLC

Sources & evidence

ORD record: ord-610be19419ed4aa89f789aa3ada3d860
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569295B2

Reaction notes

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