HCID 53339168, compound → HCID 58213488, compound

HRID 1479658Notes

Reaction equation

HRID 1479658 reaction equation
[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]3[CH:26]=[CH:25][C:17]([O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][OH:24])=[CH:16][C:15]=3[CH3:27])=[CH:7][C:6]=2[C:5]2[CH:28]=[CH:29][C:30]([CH3:32])=[CH:31][C:4]=2[N:3]=1.BrCCOCCO[CH2:40][CH2:41][CH2:42][P:43](=[O:50])([O:47][CH2:48][CH3:49])[O:44][CH2:45][CH3:46]>>[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]3[CH:26]=[CH:25][C:17]([O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:40][CH2:41][CH2:42][P:43](=[O:50])([O:47][CH2:48][CH3:49])[O:44][CH2:45][CH3:46])=[CH:16][C:15]=3[CH3:27])=[CH:7][C:6]=2[C:5]2[CH:28]=[CH:29][C:30]([CH3:32])=[CH:31][C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 53339168HCID 53339168, compoundHCID 86652361HCID 86652361, compound

Product 1

HCID 58213488HCID 58213488, compound

Procedure

Diethyl 3-(2-(2-(4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenoxy)ethoxy)ethoxy)propylphosphonate was prepared from following the procedure described for Example 139, but using 4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenol (from Example 148) and diethyl 3-(2-(2-bromoethoxy)ethoxy)propylphosphonate 1H NMR (Acetone-d6): δ 8.75 (s, 1H), 8.70 (s, 1H), 8.26 (d, 1H), 7.42 (s, 1H), 7.16 (d, 1H), 7.09 (d, 1H), 6.77 (s, 1H), 6.71 (d, 1H), 6.58 (br, 2H), 3.95-4.11 (m, 6H), 3.76-3.80 (m, 2H), 3.63-3.67 (m, 2H), 3.55-3.58 (m, 2H), 3.57-3.51 (m, 2H), 3.14-3.18 (m, 2H), 3.04-3.05 (m, 2H), 2.46 (s, 3H), 2.29 (s, 3H), 1.71-1.87 (m, 4H), 1.22-1.29 (m, 8H). LRMS [M+H]=610.3.

Sources & evidence

ORD record
ord-aa7e95a22ccb4c61ab3d6d5b66d0b1ed
Source dataset
uspto-grants-2016_08
Patent number
US09408907B2

Reaction notes

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