Methyl 4-(4-{[(3,4-dichloro-5-cyano-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)quinoline-2-carboxylate → 4-(4-[{(3,4-Dichloro-5-cyano-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)quinoline-2-carboxylic acid

HRID 2234032Notes

Reaction equation

HRID 2234032 reaction equation
ClC1C(Cl)=C(C)NC=1C(NC1CCN(C2SC(C#N)=C(O)N=2)CC1)=O.[Cl:26][C:27]1[C:31]([Cl:32])=[C:30]([C:33]#[N:34])[NH:29][C:28]=1[C:35]([NH:37][CH:38]1[CH2:43][CH2:42][N:41]([C:44]2[C:53]3[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=3)[N:47]=[C:46]([C:54]([O:56]C)=[O:55])[CH:45]=2)[CH2:40][CH2:39]1)=[O:36]>>[Cl:26][C:27]1[C:31]([Cl:32])=[C:30]([C:33]#[N:34])[NH:29][C:28]=1[C:35]([NH:37][CH:38]1[CH2:43][CH2:42][N:41]([C:44]2[C:53]3[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=3)[N:47]=[C:46]([C:54]([OH:56])=[O:55])[CH:45]=2)[CH2:40][CH2:39]1)=[O:36]

Participants

3

Reactant 2

HCID 68579768Methyl 4-(4-{[(3,4-dichloro-5-cyano-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)quinoline-2-carboxylateHCID 685798543,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide

Product 1

HCID 685812194-(4-[{(3,4-Dichloro-5-cyano-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)quinoline-2-carboxylic acid

Procedure

The title compound was prepared by an analogous procedure to Intermediate 3 starting with methyl 4-(4-{[(3,4-dichloro-5-cyano-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)quinoline-2-carboxylate (Example 273) and following the work-up procedure of Example 272.

Sources & evidence

ORD record
ord-f53d4f328982404c8a31e7b24c0c2178
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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