4-Bromo-2-methylaniline → HCID 58692204, compound

HRID 2264264Notes

Reaction equation

HRID 2264264 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.C1(S([N:19]2[C:23]3=[N:24][CH:25]=[CH:26][CH:27]=[C:22]3[C:21]([C:28]3[CH:33]=[CH:32][N:31]=[C:30](Cl)[N:29]=3)=[CH:20]2)(=O)=O)C=CC=CC=1>>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:30]2[N:29]=[C:28]([C:21]3[C:22]4[C:23](=[N:24][CH:25]=[CH:26][CH:27]=4)[NH:19][CH:20]=3)[CH:33]=[CH:32][N:31]=2)=[C:4]([CH3:9])[CH:3]=1

Participants

3

Reactant 2

HCID 114234-Bromo-2-methylanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 58692204HCID 58692204, compoundYield 41.4%

Procedure

Using the procedure of example 1, 4-bromo-2-methylaniline (300 mg) was reacted with compound 1f (200 mg) to provide compound 41 (85 mg, 41%). 1H NMR (400 MHz, DMSO) δ 12.28 (br s, 1H), 8.75 (br s, 1H), 8.55 (d, J=7.8 Hz, 1H), 8.43 (s, 1H), 8.28 (d, J=7.2 Hz, 1H), 8.26 (m, 1H), 7.52 (m, 2H), 7.40 (d, J=10.8 Hz, 1H), 7.27 (d, J=7.2 Hz, 1H), 7.06 (dd, J=10.8 Hz, 6.0 Hz, 1H), 2.25 (s, 3H).

Sources & evidence

ORD record
ord-7c13ac5e72064050b535f547bbb1fc4a
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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