HCID 540203, compound → HCID 68459094, compound

HRID 2358834Notes

Reaction equation

HRID 2358834 reaction equation
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]2.[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([N+:31]([O-])=O)=[C:18]([S:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:30])[CH3:29])=[CH:23][CH:22]=2)[CH:19]=1>C(O)C>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([NH:31][C:2]2[C:3]3[C:8](=[N:7][C:6]([CH3:12])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)=[C:18]([S:20][C:21]2[CH:22]=[CH:23][C:24]([NH:27][C:28](=[O:30])[CH3:29])=[CH:25][CH:26]=2)[CH:19]=1

Participants

4

Reactant 2

HCID 540203HCID 540203, compoundHCID 122663725-Chloro-2-methyl-1,8-naphthyridine

Product 1

HCID 68459094HCID 68459094, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product from Example 1d (48 mg, 0.27 mmol) was reacted in ethanol (2 ml) with the product from Example 231b (78 mg, 0.27 mmol) for 18 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt. (12 mg, 28%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.06 (s, 3 H) 2.77 (s, 3H), 6.39 (d, J=7.35 Hz, 1 H), 6.96 (d, J=1.84 Hz, 1 H), 7.38 (d, J=8.82 Hz, 2 H) 7.51 (s, 2 H), 7.62 (d, J=8.82 Hz, 2 H), 7.81 (d, J=8.82 Hz, 1 H), 8.47 (d, J=7.35 Hz, 1 H) 8.97 (d, J=8.82 Hz, 1 H), 10.15 (s, 1 H), 11.01 (s, 1 H), 14.48 (s, 1 H); MS (DCI/NH3) m/z 435 (M+H)+.

Sources & evidence

ORD record
ord-15113c936c20430aaad429ad9371d852
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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