1,2-Dimethoxyethane → (4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-propanesulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amine

HRID 6843Notes

Reaction equation

HRID 6843 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=1)[NH:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[O:20][C:19](C=O)=[CH:18][CH:17]=3)[CH:14]=2)[N:9]=[CH:8][N:7]=1.[CH2:35]([S:38]([CH2:41][CH2:42][NH2:43])(=[O:40])=[O:39])[CH2:36][CH3:37].[CH2:44](COC)OC>>[F:34][C:30]1[CH:29]=[C:28]([CH:33]=[CH:32][CH:31]=1)[CH2:27][O:26][C:25]1[CH:24]=[CH:23][C:4]([NH:5][C:6]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:16]4([CH2:44][NH:43][CH2:42][CH2:41][S:38]([CH2:35][CH2:36][CH3:37])(=[O:40])=[O:39])[CH2:17][CH:18]=[CH:19][O:20]4)[CH:14]=3)[N:9]=[CH:8][N:7]=2)=[CH:3][C:2]=1[Cl:1]

Participants

4

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 11181296(5-(4-(4-((3-Fluorobenzyl)oxy)-3-chloroanilino)-6-quinazolinyl)-2-furancarboxaldehydeHCID 220178962-(Propylsulfonyl)ethanamine

Product 1

HCID 68875235(4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-propanesulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amine

Procedure

5-(4-{3-Chloro-4-[(3-fluorobenzyl)oxy]anilino}-6-quinazolinyl)-2-furaldehyde (0.32 mmol) and 2-n-propanesulphonyl-ethyl amine (0.95 mmol) were reacted together in dimethoxyethane as in Procedure D. 1H NMR (DMSO) 11.85 (bs, 1H); 9.94 (bs, 2H); 9.67 (s, 1H); 8.95 (s, 1H); 8.45 (d, 1H); 8.08 (s, 1H); 8.00 (d, 1H); 7.84 (d, 1H); 7.50 (m, 1H); 7.38 (m, 4H); 7.22 (m, 1H); 6.88 (s, 1H); 5.35 (s, 2H); 4.48 (s, 2H); 3.68 (m, 2H); 3.46 (m, 2H); 3.26 (m, 2H); 1.75 (m, 2H); 1.01 (m, 3H) Electrospray MS m/z 609 (MH+).

Sources & evidence

ORD record
ord-732a120e519747e2961a90e4717ce1f7
Source dataset
uspto-grants-2006_08
Patent number
US07084147B2

Reaction notes

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