Trifluoroacetic acid → HCID 86685604, compound

HRID 332811Notes

Reaction equation

Cl[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21](=[O:23])[CH3:22])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.CC[N:26]([CH:30]([CH3:32])[CH3:31])C(C)C.C(O)(C(F)(F)F)=O.C[N:41]1[C:45](=[O:46])CCC1>O>[C:21]([N:18]1[CH2:17][CH2:16][N:15]([C:12]2[CH:11]=[CH:10][C:9]([NH:8][C:7]3[C:2]([C:45]([NH2:41])=[O:46])=[N:3][CH:4]=[C:5]([NH:26][CH:30]4[CH2:32][CH2:31]4)[N:6]=3)=[CH:14][CH:13]=2)[CH2:20][CH2:19]1)(=[O:23])[CH3:22]

Participants

Conditions

Temperature: 150 °C

Procedure

Chloropyrazine S1.6 (25 mg, 0.12 mmol) was diluted with NMP (5 mL) and treated with 1-(4-(4-aminophenyl)piperazin-1-yl)ethanone (52 mg, 0.24 mmol) and DIPEA (42 uL, 0.24 mmol) and the resulting solution stirred at 150° C. for three days. The reaction mixture was diluted with water and acidified with a small amount of TFA, then purified by preparative HPLC affording the desired product (10 mg) after lyophilization. MS found for C20H25N7O2 as (M+H)+396.0. UV: λ=203, 262, 309 nm.

Workup

custompurified by preparative HPLC

Sources & evidence

ORD record: ord-58abe64238554a35a84734403171818b
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877760B2

Reaction notes

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