5-Methyl-2-(3-methyl-1H-pyrazol-1-yl)benzoic acid → ((2S,3R)-2-(Hydroxymethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone

HRID 61038Notes

Reaction equation

HRID 61038 reaction equation
[OH:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1N1N=CC=N1)=[O:11].CC1C=C[C:28]([N:34]2[CH:38]=[CH:37][C:36](C)=[N:35]2)=C(C=1)C(O)=O>>[OH:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1[C:37]1[CH:36]=[N:35][N:34]([CH3:28])[CH:38]=1)=[O:11]

Participants

3

Reactant 2

HCID 625165185-Methyl-2-(3-methyl-1H-pyrazol-1-yl)benzoic acidHCID 117727618((2S,3R)-2-(Hydroxymethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Product 1

HCID 117727649((2S,3R)-2-(Hydroxymethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described for ((2S,3R)-2-(hydroxymethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone in Example A106 using 5-methyl-2-(3-methyl-1H-pyrazol-1-yl)benzoic acid. MS (ESI) 328 (M+H).

Sources & evidence

ORD record
ord-ff193bfa1ff546188e62e485d86e6b04
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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