1-(4-Phenyloxan-4-yl)methanamine → 3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)-N-((4-phenyltetrahydro-2H-pyran-4-yl)methyl)picolinamide

HRID 1800837Notes

Reaction equation

HRID 1800837 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.[C:25]1([C:31]2([CH2:37][NH2:38])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[F:1][C:2]1[C:3]([C:22]([NH:38][CH2:37][C:31]2([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:32][CH2:33][O:34][CH2:35][CH2:36]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 64837791-(4-Phenyloxan-4-yl)methanamineHCID 592003973-Fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid2×

Product 1

HCID 866415923-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)-N-((4-phenyltetrahydro-2H-pyran-4-yl)methyl)picolinamide

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 (4-phenyltetrahydro-2H-pyran-4-yl)methanamine (amine intermediate “X”) were reacted to give the title compound. LC/MS (M+H)+: 536. Ret. time: 1.59 min. (Condition G); analytical HPLC Ret. time: 7.85 min (Condition H)

Workup

  1. customforming procedure
  2. customwere reacted

Sources & evidence

ORD record
ord-9b33776f7a264a5d9a98d1f65351bc9b
Source dataset
uspto-grants-2013_01
Patent number
US08343999B2

Reaction notes

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