3-[4-[(Methanesulfonyl)amino]phenyl]propionic acid → N-(2-((2,4-dichloro-3-(((2-methyl-4-(pyridin-2-ylmethoxy)quinolin-8-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)-3-(4-(methylsulfonamido)phenyl)propanamide

HRID 889194Notes

Reaction equation

HRID 889194 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]([OH:16])=O)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[NH2:17][CH2:18][C:19]([N:21]([C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([CH2:30][O:31][C:32]2[CH:33]=[CH:34][CH:35]=[C:36]3[C:41]=2[N:40]=[C:39]([CH3:42])[CH:38]=[C:37]3[O:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][N:46]=2)[C:24]=1[Cl:51])[CH3:22])=[O:20].ClC1C(COC2C3N=C(OC)N(CC4C=CC=CN=4)C=3C=CC=2)=C(Cl)C=CC=1N(C)C(=O)CNC(=O)CCC1C=CC(C(NCCOC)=O)=CC=1>>[Cl:51][C:24]1[C:25]([CH2:30][O:31][C:32]2[CH:33]=[CH:34][CH:35]=[C:36]3[C:41]=2[N:40]=[C:39]([CH3:42])[CH:38]=[C:37]3[O:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][N:46]=2)=[C:26]([Cl:29])[CH:27]=[CH:28][C:23]=1[N:21]([CH3:22])[C:19](=[O:20])[CH2:18][NH:17][C:14](=[O:16])[CH2:13][CH2:12][C:9]1[CH:8]=[CH:7][C:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 135283723-[4-[(Methanesulfonyl)amino]phenyl]propionic acidHCID 232920198-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methyl-4-(2-pyridylmethoxy)quinolineHCID 667609784-(3-((2-((2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)amino)-3-oxopropyl)-N-(2-methoxyethyl)benzamide

Product 1

HCID 66760066N-(2-((2,4-dichloro-3-(((2-methyl-4-(pyridin-2-ylmethoxy)quinolin-8-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)-3-(4-(methylsulfonamido)phenyl)propanamide

Procedure

Compound 29 was prepared from 3-(4-(methylsulfonamido)phenyl)propanoic acid and 2-amino-N-(2,4-dichloro-3-(((2-methyl-4-(pyridin-2-ylmethoxy)quinolin-8-yl)oxy)methyl)phenyl)-N-methylacetamide in a as described for compound 1. MS (APCI) 736 (M+), 1H NMR (CDCl3) 2.45-2.56 (m, 2H), 2.65 (s, 3H), 2.83-2.92 (m, 5H), 3.15 (s, 3H), 3.35-3.48 (m, 1H), 3.75-3.85 (m, 1H), 5.41 (s, 2H), 5.61 (s, 2H), 6.61-6.65 (m, 1H), 6.71 (s, 1H), 7.15 (s, 4H), 7.24-7.34 (m, 2H), 7.3-7.45 (m, 5H), 7.56-7.61 (d, 1H, J=7.8 Hz), 7.66-7.78 (m, 1H), 7.91-7.94 (dd, 1H, J=1, 7.74 Hz), 8.64 (d, 1H, J=4.14 Hz).

Sources & evidence

ORD record
ord-9ba3cda13b0a488b8b5f3b0fd92fca0f
Source dataset
uspto-grants-2012_08
Patent number
US08252793B2

Reaction notes

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