4-Ethoxyaniline → HCID 58692221, compound

HRID 2264263Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)[CH3:2].C1(S([N:20]2[C:24]3=[N:25][CH:26]=[CH:27][CH:28]=[C:23]3[C:22]([C:29]3[CH:34]=[CH:33][N:32]=[C:31](Cl)[N:30]=3)=[CH:21]2)(=O)=O)C=CC=CC=1>>[CH2:1]([O:3][C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:31]2[N:30]=[C:29]([C:22]3[C:23]4[C:24](=[N:25][CH:26]=[CH:27][CH:28]=4)[NH:20][CH:21]=3)[CH:34]=[CH:33][N:32]=2)=[CH:6][CH:5]=1)[CH3:2]

Participants

Reactant 2

HCID 90764-Ethoxyaniline

HCID 59596028HCID 59596028, compound

Product 1

HCID 58692221HCID 58692221, compoundYield 31%

Procedure

Using the procedure of example 1, 4-ethoxyaniline (222 mg) was reacted with compound 1f (200 mg) to provide compound 40 (55 mg, 31%). 1H NMR (400 MHz, DMSO) δ 8.90 (d, J=8.0 Hz, 1H), 8.45 (s, 1H), 8.30 (d, J=5.6 Hz, 2H), 7.66 (d, J=8.0 Hz, 2H), 7.25 (d, J=5.6 Hz, 1H), 7.20 (m, 1H), 6.90 (d, J=8.0 Hz, 2H), 4.05 (q, J=8.0 Hz, 2H), 1.36 (t, J=8.0 Hz, 3H). MS (ESI) m/z: 332 (M+H)+.

Sources & evidence

ORD record: ord-ac94340721eb4654af392307f8dbe4a4
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07855205B2

Reaction notes

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