1,2-Dimethoxyethane → (4-(3-Fluorobenzyloxy)-phenyl)-(6-(2-((2-propanesulphonyl-ethylamino)methyl)-furan-2-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amine

HRID 458117Notes

Reaction equation

HRID 458117 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][CH:33]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[C:15]3[CH:23]=[C:22]([C:24]4[O:28][C:27](C=O)=[CH:26][CH:25]=4)[N:21]=[CH:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[CH:9][CH:8]=1.[CH2:34]([S:37]([CH2:40][CH2:41][NH2:42])(=[O:39])=[O:38])[CH2:35][CH3:36].[CH2:43](COC)OC>>[F:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][CH:33]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]2[C:15]3[CH:23]=[C:22]([C:24]4([CH2:43][NH:42][CH2:41][CH2:40][S:37]([CH2:34][CH2:35][CH3:36])(=[O:39])=[O:38])[CH2:25][CH:26]=[CH:27][O:28]4)[N:21]=[CH:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 219519485-(4-(4-(3-Fluorobenzyloxy)-phenylamino)-pyrido[3,4-d]pyrimidin-6-yl)-furan-2-carbaldehydeHCID 220178962-(Propylsulfonyl)ethanamine

Product 1

HCID 68876329(4-(3-Fluorobenzyloxy)-phenyl)-(6-(2-((2-propanesulphonyl-ethylamino)methyl)-furan-2-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amine

Procedure

5-(4-(4-(3-Fluorobenzyloxy)-phenylamino)-pyrido[3,4-d]pyrimidin-6-yl)-furan-2-carbaldehyde (0.31 mmol) and 2-n-propanesulphonyl-ethyl amine (0.94 mmol) were reacted together in dimethoxyethane as in Procedure D. 1H NMR (DMSO) 11.25 (bs, 1H); 9.88 (bs, 1H); 9.49 (s, 1H); 9.20 (s, 1H); 8.80 (s, 1H); 7.85 (d, 2H); 7.44 (m, 1H); 7.32–7.27 (m, 3H); 7.16 (m, 1H); 7.11 (d, 2H); 6.87 (m, 1H); 5.18 (s, 2H); 4.46 (s, 2H); 3.66 (m, 2H); 3.45 (m, 2H); 3.23 (m, 2H); 1.71 (m, 2H); 0.97 (m, 3H). Electrospray MS m/z 576 (MH+).

Sources & evidence

ORD record
ord-29dedd96439d4b199bea6e3771fb481b
Source dataset
uspto-grants-2007_03
Patent number
US07189734B2

Reaction notes

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