(1R,2R)-2-Aminocyclohexanol → 6-Cyclopropylmethoxy-5-(4-fluoro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide

HRID 1159207Notes

Reaction equation

HRID 1159207 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([O:17][CH2:18][CH:19]3[CH2:21][CH2:20]3)=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[NH2:22][C@@H:23]1[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]1[OH:29]>>[CH:19]1([CH2:18][O:17][C:9]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[CH:16][C:12]([C:13]([NH:22][C@@H:23]3[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]3[OH:29])=[O:15])=[CH:11][N:10]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 735777(1R,2R)-2-AminocyclohexanolHCID 211097215-(4-Fluorophenyl)-6-cyclopropylmethoxy-nicotinic acid

Product 1

HCID 119516556-Cyclopropylmethoxy-5-(4-fluoro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide

Procedure

The title compound was synthesized in analogy to Example 5d, using 5-(4-fluoro-phenyl)-6-cyclopropylmethoxy-nicotinic acid and (1R,2R)-2-amino-cyclohexanol as starting materials, MS (ISP) 385.2 (M+H)+.

Sources & evidence

ORD record
ord-c5e868f6f5914a06852f9dc66bfb20ae
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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