4-(2-Methoxyethoxy)aniline → HCID 86706301, compound

HRID 2205888Notes

Reaction equation

HRID 2205888 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16]2[CH:15]=[C:14](Cl)[N:13]=[CH:12][C:11]=2[CH:10]=[C:9]1[C:18]1[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:30][O:31][CH2:32][CH2:33][O:34][C:35]1[CH:41]=[CH:40][C:38]([NH2:39])=[CH:37][CH:36]=1.C(OC(N1C=C(C2N(C(OC(C)(C)C)=O)C3C=C(NC4C=CC(C(=O)N(C)C)=CC=4)N=CC=3C=2)C=N1)=O)(C)(C)C>>[C:26]([O:25][C:23]([N:21]1[CH:22]=[C:18]([C:9]2[N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:16]3[CH:15]=[C:14]([NH:39][C:38]4[CH:37]=[CH:36][C:35]([O:34][CH2:33][CH2:32][O:31][CH3:30])=[CH:41][CH:40]=4)[N:13]=[CH:12][C:11]=3[CH:10]=2)[CH:19]=[N:20]1)=[O:24])([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 3

HCID 38798854-(2-Methoxyethoxy)anilineHCID 86706279HCID 86706279, compoundHCID 86706299HCID 86706299, compound

Product 1

HCID 86706301HCID 86706301, compoundYield 27%

Procedure

The title compound was prepared in 27% yield from compound (17) and 4-(2-methoxyethoxy)aniline using the method described for compound (49). 1H-NMR (500 MHz, DMSO-d6) 1.45 (s, 9H), 1.60 (s, 9H), 3.31 (s, 3H), 3.64 (t, J=5.0 Hz, 2H), 4.04 (t, J=5.0 Hz, 2H), 6.79 (s, 1H), 6.88 (d, J=9.0 Hz, 2H), 7.40 (s, 1H), 7.48 (d, J=9.0 Hz, 2H), 8.01 (d, J=0.5 Hz, 1H), 8.41 (d, J=0.9 Hz, 1H), 8.44 (s, 1H), 8.74 (s, 1H).

Sources & evidence

ORD record
ord-ec32300737724821870952d8f5669949
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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