3-Amino-N-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)propanamide → 5-Amino-pentanoic acid {4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-amide

HRID 1675224Notes

Reaction equation

HRID 1675224 reaction equation
NCCC(NC1C=C2C(=CC=1)N=CN=C2NC1C=CC(OCC2C=CC=C(F)C=2)=C(Cl)C=1)=O.C(OC(=O)[NH:40][CH2:41][CH2:42][CH2:43][CH2:44][C:45](=[O:74])[NH:46][C:47]1[CH:48]=[C:49]2[C:54](=[CH:55][CH:56]=1)[N:53]=[CH:52][N:51]=[C:50]2[NH:57][C:58]1[CH:63]=[CH:62][C:61]([O:64][CH2:65][C:66]2[CH:71]=[CH:70][CH:69]=[C:68]([F:72])[CH:67]=2)=[C:60]([Cl:73])[CH:59]=1)(C)(C)C>>[Cl:73][C:60]1[CH:59]=[C:58]([NH:57][C:50]2[C:49]3[C:54](=[CH:55][CH:56]=[C:47]([NH:46][C:45](=[O:74])[CH2:44][CH2:43][CH2:42][CH2:41][NH2:40])[CH:48]=3)[N:53]=[CH:52][N:51]=2)[CH:63]=[CH:62][C:61]=1[O:64][CH2:65][C:66]1[CH:71]=[CH:70][CH:69]=[C:68]([F:72])[CH:67]=1

Participants

3

Reactant 2

HCID 673341233-Amino-N-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)propanamideHCID 86617510(4-{4-[3-Chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-ylcarbamoyl}-butyl)-carbamic acid t-butylester

Product 1

HCID 673341335-Amino-pentanoic acid {4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-amideYield 98%

Procedure

The procedure of (20-1) of Example 20 was repeated except for using 0.42 g of the compound obtained in Example 114 instead of the compound obtained in Example 19 to obtain the title compound (0.34 g, 98%).

Sources & evidence

ORD record
ord-6084e81d84514cc3afb4d71007d2b1be
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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