(4-(2-Fluorophenyl)-1-methylpiperidin-4-YL)methanamine → 3-fluoro-N-((4-(2-fluorophenyl)-1-methylpiperidin-4-yl)methyl)-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

HRID 1800839Notes

Reaction equation

HRID 1800839 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.[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1([CH2:39][NH2:40])[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]1>>[F:1][C:2]1[C:3]([C:22]([NH:40][CH2:39][C:32]2([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[F:25])[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]2)=[O:24])=[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

Participants

3

Reactant 2

HCID 13154048(4-(2-Fluorophenyl)-1-methylpiperidin-4-YL)methanamineHCID 592003973-Fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid2×

Product 1

HCID 593214283-fluoro-N-((4-(2-fluorophenyl)-1-methylpiperidin-4-yl)methyl)-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

Procedure

The compound was prepared 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 (4-(2-fluorophenyl)-1-methylpiperidin-4-yl)methanamine (amine intermediate “Z”) were reacted to give the title compound. LC/MS (M+H)+: 567. Ret. time: 1.45 min. (Condition G); analytical HPLC Ret. time: 5.83 min (Condition H).

Workup

  1. customThe compound was prepared
  2. customforming procedure
  3. customwere reacted

Sources & evidence

ORD record
ord-fe07a2a0909a4088a136e12261d32c7e
Source dataset
uspto-grants-2013_01
Patent number
US08343999B2

Reaction notes

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