Triethylamine → methanesulfonic acid 2-(2-{2-[2-(2-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazolin-7-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy-)-ethyl ester

HRID 1255974Notes

Reaction equation

HRID 1255974 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][O:69][CH2:70][CH2:71][O:72][CH2:73][CH2:74][OH:75])=[C:51]([N+:54]([O-:56])=[O:55])[CH:52]=3)[N:47]=[CH:46][N:45]=2)=[C:38]([F:76])[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][CH2:70][CH2:71][O:72][CH2:73][CH2:74][O:75][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:76])[CH:37]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 692615262-[2-(2-{2-[2-(2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazoline-7-yloxy]-ethoxy]-ethoxy)-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 86618843methanesulfonic acid 2-(2-{2-[2-(2-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazolin-7-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy-)-ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 32c was prepared as described hereinabove for Compound 32a, using Compound 29c (0.067 gram, 0.1 mmol), methanesulfonyl chloride (0.036 gram, 0.32 mmol) and triethylamine (0.053 gram, 0.53 mmol) in dichloromethane (6.7 ml), yielding 0.02 gram of the product (26% yield).

Sources & evidence

ORD record
ord-06e4645fffd8406390317165e7936824
Source dataset
uspto-grants-2013_06
Patent number
US08461166B2

Reaction notes

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