3-Fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid → HCID 59321369, compound

HRID 1800844Notes

Reaction equation

HRID 1800844 reaction equation
[F:1][C:2]1[C:3]([C:22]([OH:24])=O)=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1.[NH2:25][CH2:26][C:27]1([C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([Cl:46])[C:41]=2[Cl:47])[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]1>>[Cl:47][C:41]1[C:42]([Cl:46])=[CH:43][CH:44]=[CH:45][C:40]=1[C:27]1([CH2:26][NH:25][C:22](=[O:24])[C:3]2[C:2]([F:1])=[C:7]([S:8][C:9]3[S:13][C:12]([NH:14][C:15]4[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][N:16]=4)=[N:11][CH:10]=3)[CH:6]=[CH:5][N:4]=2)[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 592003973-Fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid2×HCID 59321370Tert-butyl 4-(aminomethyl)-4-(2,3-dichlorophenyl)piperidine-1-carboxylate

Product 1

HCID 59321369HCID 59321369, compound

Procedure

Following the amide bond forming procedure given in example 37, 3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid (intermediate B in example 1) and tert-butyl 4-(aminomethyl)-4-(2,3-dichlorophenyl)piperidine-1-carboxylate (amine intermediate “J”) were reacted to give the title compound. LC/MS (M+H)+: 703. Ret. time: 2.01 min. (Condition M).

Workup

  1. customforming procedure
  2. customwere reacted

Sources & evidence

ORD record
ord-f7c1c960c7204af2886bc62df286366b
Source dataset
uspto-grants-2013_01
Patent number
US08343999B2

Reaction notes

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