Acetonitrile → HCID 178442401, compound

HRID 1046407Notes

Reaction equation

HRID 1046407 reaction equation
[CH3:1][C:2]([CH3:29])([CH3:28])[C:3]#[C:4][C:5]1[S:9][C:8]([C:10]([OH:12])=[O:11])=[C:7]([N:13]([C@H:23]2[CH2:26][C@@H:25]([OH:27])[CH2:24]2)[C:14]([CH:16]2[CH2:21][CH2:20][CH:19]([CH3:22])[CH2:18][CH2:17]2)=[O:15])[CH:6]=1.F[C:31]1[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=1.C(#N)C.FC(F)(F)C(O)=O>O>[CH3:29][C:2]([CH3:28])([CH3:1])[C:3]#[C:4][C:5]1[S:9][C:8]([C:10]([OH:12])=[O:11])=[C:7]([N:13]([C:14]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH3:22])[CH2:18][CH2:17]2)=[O:15])[C@H:23]2[CH2:24][C@@H:25]([O:27][C:31]3[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=3)[CH2:26]2)[CH:6]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 677943-FluoropyridineHCID 178425834HCID 178425834, compound

Product 1

HCID 178442401HCID 178442401, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was synthesized in a manner analogous to Example 1, using 5-(3,3-dimethyl-but-1-ynyl)-3-[(cis-3-hydroxy-cyclobutyl)-(4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid in place of 5-(3,3-Dimethyl-but-1-ynyl)-3-[(trans-4-hydroxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid and 3-fluoro-pyridine in place of 2-fluoro-pyridine: MS (m/z): 492.8 [M−H]−; HPLC retention time: 3.44 min (2-98% acetonitrile:water with 0.05% trifluoroacetic acid).

Sources & evidence

ORD record
ord-538a23173e9846c4a9bcca0cf938d624
Source dataset
uspto-grants-2013_10
Patent number
US08569302B2

Reaction notes

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