HCID 9823408, compound → HCID 10713747, compound

HRID 1274144Notes

Reaction equation

HRID 1274144 reaction equation
C([O:5][C:6](=[O:31])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]3[N:29]=[C:28]([NH2:30])[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)[CH2:16][CH2:15]2)=[CH:9][CH:8]=1)(C)(C)C>FC(F)(F)C(O)=O>[NH2:30][C:28]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]=[C:20]([N:17]2[CH2:18][CH2:19][CH:14]([NH:13][C:10]3[CH:11]=[CH:12][C:7]([C:6]([OH:31])=[O:5])=[CH:8][CH:9]=3)[CH2:15][CH2:16]2)[N:29]=1

Participants

3

Reactant 1

HCID 9823408HCID 9823408, compound

Product 1

HCID 10713747HCID 10713747, compoundYield 151.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
25 °C

Procedure

A solution of (17) (0.058 g, 0.14 mmol) in trifluoroacetic acid (2 mL) was capped with a drying tube and stirred at 25° C. for 12 h. The reaction mixture was evaporated to a light brown oily residue (0.077 g, quantitative yield); 1H NMR (DMSO) δ 11.8 (br s, 1H), 9.07 & 8.95 (br s, 2H), 8.20 (d, 1H, J=7.8), 7.82 (t, 1H, J=7.8), 7.68 (d, 3H, J=8.5), 7.42 (t, 1H, J=7.4), 6.65 (d, 2H, J=8.8), 4.47 (d, 2H, J=13.2), 3.73 (m, 1H), 3.42 (t, 2H, J=11.3), 2.07 (d, 2H, J=10.7), 1.50 (m, 2H); 13C NMR (DMSO) δ 167.4, 162.1, 151.4, 139.8, 135.4, 131.2, 124.6, 120.0, 117.3, 117.0, 111.2, 109.1, 47.8, 43.4, 30.9. Anal. (C20H21N5O2 ·11/2CF3COOH) C, H, N.

Sources & evidence

ORD record
ord-9291a300d51f4de79a85fa2408e44312
Source dataset
uspto-grants-2000_12
Patent number
US06156758

Reaction notes

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