1,1,2-Trimethoxyethane → 4-[3-Chloro-4-(2-pyridylmethoxy)anilino]-6-(2-methoxyethylamino)quinazoline

HRID 399494Notes

Reaction equation

HRID 399494 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[C:15]([Cl:27])[CH:14]=1.[CH3:28][O:29][CH:30](OC)[CH2:31]OC>>[Cl:27][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)[NH:12][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([NH:1][CH2:31][CH2:30][O:29][CH3:28])[CH:3]=2)[N:8]=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 475201,1,2-TrimethoxyethaneHCID 189676876-Amino-4-[3-chloro-4-(2-pyridylmethoxy)anilino]quinazoline

Product 1

HCID 189676294-[3-Chloro-4-(2-pyridylmethoxy)anilino]-6-(2-methoxyethylamino)quinazolineYield 67%

Procedure

Using an analogous procedure to that described in Example 43, 6-amino-4-[3-chloro-4-(2-pyridylmethoxy)anilino]quinazoline was reacted with 2-methoxyacetaldehyde dimethyl acetal to give 4-[3-chloro-4-(2-pyridylmethoxy)anilino]-6-(2-methoxyethylamino)quinazoline in 67% yield;

Sources & evidence

ORD record
ord-4294c34290d94345beb346b05ce07c77
Source dataset
uspto-grants-1998_10
Patent number
US05821246

Reaction notes

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