4-Methyl[1,1'-biphenyl]-2-amine → HCID 68457935, compound

HRID 2358808Notes

Reaction equation

HRID 2358808 reaction equation
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH2:12][CH2:13][CH3:14])=[N:7]2.[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:18]([NH2:28])[CH:17]=1>>[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:18]([NH:28][C:2]2[C:3]3[C:8](=[N:7][C:6]([CH2:12][CH2:13][CH3:14])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 125594574-Methyl[1,1'-biphenyl]-2-amineHCID 441401765-Chloro-2-propyl-[1,8]naphthyridine

Product 1

HCID 68457935HCID 68457935, compound

Procedure

The product from Example 2g (0.106 g, 0.49 mmol) was reacted with the product from Example 213b (0.088 g, 0.49 mmol) for 65 h following the procedure of Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.122 g, 52%). 1H NMR (300 MHz, DMSO-d6) ppm: 0.96 (t, J=7.35 Hz, 3 H) 1.81 (d, J=7.72 Hz, 2 H) 2.43 (s, 3 H) 2.89-3.02 (m, 2 H) 6.31 (d, J=6.99 Hz, 1 H) 7.14-7.58 (m, 8 H) 7.77 (d, J=8.46 Hz, 1 H) 8.32 (d, J=7.35 Hz, 1 H) 8.91 (d, J=8.46 Hz, 1 H) 10.91-11.08 (m, 1 H); MS (ESI+) m/z 354.0 (M+H)+; (ESI−) m/z 351.9 (M−H)−.

Sources & evidence

ORD record
ord-fed545604fca4bc5b118f5dab5181ded
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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