(1R,2R)-2-Aminocyclohexanol → 3-(2-Fluoro-4-iodo-phenylamino)-N-(trans-2-hydroxy-cyclohexyl)-isonicotinamide

HRID 78858

Reaction equation

HRID 78858 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:18]=[N:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=O.[NH2:19][C@@H:20]1[CH2:25][CH2:24][CH2:23][CH2:22][C@H:21]1[OH:26]>>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:18]=[N:17][CH:16]=[CH:15][C:11]=1[C:12]([NH:19][C@@H:20]1[CH2:25][CH2:24][CH2:23][CH2:22][C@H:21]1[OH:26])=[O:14]

Participants

3

Reactant 2

HCID 735777(1R,2R)-2-AminocyclohexanolHCID 590267913-((2-Fluoro-4-iodophenyl)amino)isonicotinic acid2×

Product 1

HCID 672506243-(2-Fluoro-4-iodo-phenylamino)-N-(trans-2-hydroxy-cyclohexyl)-isonicotinamide

Procedure

3-(2-Fluoro-4-iodo-phenylamino)-N-(trans-2-hydroxy-cyclohexyl) -isonicotinamide was synthesized according to the procedure for General Method 1, outlined above, starting with 0.27 mmol of 3-[(2-fluoro-4-iodophenyl)amino]isonicotinic acid (intermediate 1) and 0.40 mmol of trans-2-aminocyclohexanol. LC/MS [6.40 (10 min) min; 640 (M+1)]

Workup

  1. customLC/MS [6.40 (10 min) min; 640 (M+1)]

Sources & evidence

ORD record
ord-7894aaf949b245a384bd6f653d951812
Source dataset
uspto-grants-2014_09
Patent number
US08841459B2

Linked notes

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