{2-[4-(3-Chloro-4-fluoro-phenylamino)-quinazolin-6-ylcarbamoyl]-ethyl}-carbamic acid t-butylester → Allitinib metabolite M6

HRID 1675207Notes

Reaction equation

HRID 1675207 reaction equation
NCCC([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[C:10]2[NH:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=2)=[C:20]([Cl:33])[CH:19]=1)=O.C(OC(=O)NCCC(=O)NC1C=C2C(=CC=1)N=CN=C2NC1C=CC(F)=C(Cl)C=1)(C)(C)C>>[Cl:33][C:20]1[CH:19]=[C:18]([NH:17][C:10]2[C:9]3[C:14](=[CH:15][CH:16]=[C:7]([NH2:6])[CH:8]=3)[N:13]=[CH:12][N:11]=2)[CH:23]=[CH:22][C:21]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1

Participants

3

Reactant 2

HCID 11698299{2-[4-(3-Chloro-4-fluoro-phenylamino)-quinazolin-6-ylcarbamoyl]-ethyl}-carbamic acid t-butylesterHCID 673341233-Amino-N-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)propanamide

Product 1

HCID 53630477Allitinib metabolite M6

Procedure

The procedure of (20-1) of Example 20 was repeated except for using 0.55 g of the compound obtained in Example 52 instead of the compound obtained in (1-4) of Example 1 to obtain the title compound (0.4 g, 93%).

Sources & evidence

ORD record
ord-d0ffda55ee0642fc8934c5fb7c604e16
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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