HCID 24951004, compound → HCID 24951005, compound

HRID 877400Notes

Reaction equation

HRID 877400 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:19][N:18]=[C:17]([C:20]3[N:25]=[C:24]([C:26]([O:28]C)=[O:27])[CH:23]=[CH:22][CH:21]=3)[N:16]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CCOCC>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:19][N:18]=[C:17]([C:20]3[N:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[CH:22][CH:21]=3)[N:16]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 24951004HCID 24951004, compound

Product 1

HCID 24951005HCID 24951005, compoundYield 26.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared from 9f (4.0 mg, 0.01 mmol) following general procedure A. Tritration with hexanes and Et2O afforded the title compound (1.0 mg, 25%) as a white solid: 1H NMR (acetone-d6, 600 MHz) δ 8.45 (dd, 1H, J=1.2, 7.7 Hz), 8.37 (dd, 1H, J=1.2, 7.8 Hz), 8.33 (t, 1H, J=7.7 Hz), 7.26 (t, 2H, J=7.5 Hz), 7.21 (d, 2H, J=6.9 Hz), 7.15 (t, 1H, J=7.3 Hz), 3.29 (t, 2H, J=7.2 Hz), 2.63 (t, 2H, J=7.7 Hz), 1.80 (m, 2H), 1.66 (m, 2H), 1.50 (m, 2H), 1.43 (m, 2H); 13C NMR (acetone-d6, 150 MHz) δ 188.9, 172.7, 169.9, 166.3, 150.5, 147.3, 144.5, 141.5, 130.2, 130.1, 128.7, 128.4, 127.4, 42.0, 37.4, 33.2, 31.3, 30.4, 24.6; HRMS-ESI-TOF m/z 380.1608 ([M+H]+, C21H21N3O4 requires 380.1605).

Sources & evidence

ORD record
ord-be3e8a5a0cc740acaa0009d1aaf725af
Source dataset
uspto-grants-2015_03
Patent number
US08987312B2

Reaction notes

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