Potassium Carbonate → HCID 10093275, compound

HRID 1426067Notes

Reaction equation

HRID 1426067 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([N+:18]([O-:20])=[O:19])=[C:16]([O:21]CC3C=CC=CC=3C(F)(F)F)[N:15]=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].O[C:34]1[CH:39]=[CH:38][C:37]([C:40]([NH2:42])=[O:41])=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([N+:18]([O-:20])=[O:19])=[C:16]([O:21][C:34]3[CH:39]=[CH:38][C:37]([C:40](=[O:41])[NH2:42])=[CH:36][CH:35]=3)[N:15]=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 650524-HydroxybenzamideHCID 10049605HCID 10049605, compound

Product 1

HCID 10093275HCID 10093275, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of compound 7 (63 mg, 0.2 mmol), 4-hydroxybenzene carboxamide (35 mg, 0.26 mmol) and potassium carbonate (36 mg, 0.26 mmol) in DMF (1 ml) was heated in microwave for 2 minutes at 80° C. Following the general procedure, compound A34 was obtained as a yellow solid (65%). 1HNMR (CDCl3, 400 MHz) δ 1.19 (t, 3H), 1.70-1.80 (m, 2H), 1.98-2.03 (m, 2H), 2.65-2.80 (m, 1H), 3.22 (t, 2H), 3.82-3.96 (m, 2H), 4.07 (q, 2H), 7.25 (d, 2H), 7.40 (s, 1H), 7.92 (d, 2H), 8.00 (s, 1H), 8.20 (s, 1H). Exact mass calculated for C19H21N5O6 415.15, found 416.2 (MH+).

Sources & evidence

ORD record
ord-d6657fc708ff4604bb9c4c46dbcb75ba
Source dataset
uspto-grants-2015_01
Patent number
US08933083B2

Reaction notes

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