Triethylamine → Methanesulfonic Acid 2-[2-(2-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazoline-7-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester

HRID 1255973Notes

Reaction equation

HRID 1255973 reaction equation
ClC1C(Cl)=CC(NC2C3C(=CC(OCCOCC[O:29][S:30]([CH3:33])(=O)=[O:31])=C([N+]([O-])=O)C=3)N=CN=2)=C(F)C=1.[Cl:35][C:36]1[C:41]([Cl:42])=[CH:40][C:39]([NH:43][C:44]2[C:53]3[C:48](=[CH:49][C:50]([O:57][CH2:58][CH2:59][O:60][CH2:61][CH2:62][O:63][CH2:64][CH2:65][O:66][CH2:67][CH2:68][OH:69])=[C:51]([N+:54]([O-:56])=[O:55])[CH:52]=3)[N:47]=[CH:46][N:45]=2)=[C:38]([F:70])[CH:37]=1.CS(Cl)(=O)=O.C(N(CC)CC)C>ClCCl>[Cl:35][C:36]1[C:41]([Cl:42])=[CH:40][C:39]([NH:43][C:44]2[C:53]3[C:48](=[CH:49][C:50]([O:57][CH2:58][CH2:59][O:60][CH2:61][CH2:62][O:63][CH2:64][CH2:65][O:66][CH2:67][CH2:68][O:69][S:30]([CH3:33])(=[O:31])=[O:29])=[C:51]([N+:54]([O-:56])=[O:55])[CH:52]=3)[N:47]=[CH:46][N:45]=2)=[C:38]([F:70])[CH:37]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 693199252-{2-[2-(2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazoline-7-yloxy]-ethoxy]-ethoxy}-ethoxy)-ethanolHCID 86618842methanesulfonic acid 2-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazolin-7-yloxy]-ethoxy}-ethyl ester

Product 1

HCID 87781253Methanesulfonic Acid 2-[2-(2-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazoline-7-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 32b was prepared as described hereinabove for Compound 32a, using Compound 29b (0.023 gram, 0.043 mmol), methanesulfonyl chloride (0.014 gram, 0.12 mmol) and triethylamine (0.021 gram, 0.021 mmol) in dichloromethane (2.3 ml), yielding 0.015 gram of the product (55% yield).

Sources & evidence

ORD record
ord-46eabc0e22114d77819030fb4a0561dc
Source dataset
uspto-grants-2013_06
Patent number
US08461166B2

Reaction notes

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