5-(4-Fluorophenyl)-6-cyclopropylmethoxy-nicotinic acid → N-((R)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-nicotinamide

HRID 1159205Notes

Reaction equation

HRID 1159205 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][CH2:23][C@@:24]([CH3:29])([CH:26]1[CH2:28][CH2:27]1)[OH:25]>>[CH:26]1([C@:24]([OH:25])([CH3:29])[CH2:23][NH:22][C:13](=[O:15])[C:12]2[CH:16]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[C:9]([O:17][CH2:18][CH:19]3[CH2:21][CH2:20]3)=[N:10][CH:11]=2)[CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 211097215-(4-Fluorophenyl)-6-cyclopropylmethoxy-nicotinic acidHCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-ol

Product 1

HCID 11950408N-((R)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-nicotinamide

Procedure

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

Sources & evidence

ORD record
ord-c44e1dd65725424fab0620db6504143f
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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