HCID 18318102, compound → Tert-butyl 4-cyclohexyl-4-((3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamido)methyl)piperidine-1-carboxylate

HRID 1800841Notes

Reaction equation

HRID 1800841 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([CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]1>>[CH:40]1([C:27]2([CH2:26][NH:25][C:22](=[O:24])[C:3]3[C:2]([F:1])=[C:7]([S:8][C:9]4[S:13][C:12]([NH:14][C:15]5[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][N:16]=5)=[N:11][CH:10]=4)[CH:6]=[CH:5][N:4]=3)[CH2:28][CH2:29][N:30]([C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])[CH2:31][CH2:32]2)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]1

Participants

3

Reactant 2

HCID 18318102HCID 18318102, compoundHCID 592003973-Fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid2×

Product 1

HCID 59321361Tert-butyl 4-cyclohexyl-4-((3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamido)methyl)piperidine-1-carboxylate

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-cyclohexylpiperidine-1-carboxylate (amine intermediate “R”) were reacted to give the title compound. LC/MS (M+H)+: 641. Ret. time: 2.18 min. (Condition L); analytical HPLC Ret. time: 12.41 min (Condition O).

Workup

  1. customforming procedure
  2. customwere reacted

Sources & evidence

ORD record
ord-08d6466a33ff4094bef73c003a21ecec
Source dataset
uspto-grants-2013_01
Patent number
US08343999B2

Reaction notes

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