4-(Morpholinomethyl)aniline → HCID 86706302, compound

HRID 2205889Notes

Reaction equation

HRID 2205889 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].[O:30]1[CH2:35][CH2:34][N:33]([CH2:36][C:37]2[CH:43]=[CH:42][C:40]([NH2:41])=[CH:39][CH:38]=2)[CH2:32][CH2:31]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:41][C:40]4[CH:39]=[CH:38][C:37]([CH2:36][N:33]5[CH2:32][CH2:31][O:30][CH2:35][CH2:34]5)=[CH:43][CH:42]=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 7768514-(Morpholinomethyl)anilineHCID 86706279HCID 86706279, compoundHCID 86706299HCID 86706299, compound

Product 1

HCID 86706302HCID 86706302, compoundYield 19%

Procedure

The title compound was prepared in 19% yield from compound (17) and 4-(morpholinomethyl)aniline using the method described for compound (49). 1H-NMR (500 MHz, CDCl3) 1.51 (s, 9H), 1.69 (s, 9H), 2.47 (br t, J=4.2 Hz, 4H), 3.49 (s, 2H), 3.72 (t, J=4.7 Hz, 4H), 6.58 (d, J=0.5 Hz, 1H), 6.66 (s, 1H), 7.31 (br s, 4H), 7.61 (s, 1H), 7.82 (d, J=0.5 Hz, 1H), 8.22 (d, J=0.5 Hz, 1H), 8.45 (d, J=0.7 Hz, 1H).

Sources & evidence

ORD record
ord-d5cc679c478a4bfcb4b856839cf68ff8
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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