2-(Thiophen-2-yl)benzoic acid → HCID 52919819, compound

HRID 1193168Notes

Reaction equation

HRID 1193168 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([N:12]2[C@@H:19]3[C@@H:14]([CH2:15][CH2:16][NH:17][CH2:18]3)[CH2:13]2)[CH:3]=1.CC1C=C(C)N=C(N2[C@@H]3[C@@H](CCNC3)C2)N=1.[CH3:36][C:37]1[CH:45]=[CH:44][C:40]([C:41](O)=[O:42])=[C:39]([N:46]2[CH:50]=[CH:49][N:48]=[N:47]2)[N:38]=1.S1C=CC=C1C1C=CC=CC=1C(O)=O>>[CH3:36][C:37]1[N:38]=[C:39]([N:46]2[CH:50]=[CH:49][N:48]=[N:47]2)[C:40]([C:41]([N:17]2[CH2:16][CH2:15][C@@H:14]3[C@@H:19]([N:12]([C:4]4[CH:3]=[C:2]([CH3:1])[N:7]=[C:6]([C:8]([F:10])([F:9])[F:11])[N:5]=4)[CH2:13]3)[CH2:18]2)=[O:42])=[CH:44][CH:45]=1

Participants

5

Reactant 4

HCID 51056232-(Thiophen-2-yl)benzoic acidHCID 670866896-methyl-2-(1H-1,2,3-triazol-1-yl)nicotinic acid2×HCID 68156939(1R,6S)-8-(4,6-Dimethyl-pyrimidin-2-yl)-3,8-diaza-bicyclo[4.2.0]octaneHCID 68156957(1R,6S)-8-(6-Methyl-2-trifluoromethyl-pyrimidin-4-yl)-3,8-diaza-bicyclo[4.2.0]octane

Product 1

HCID 52919819HCID 52919819, compound

Procedure

The title compound was prepared in a manner analogous to Example 1, substituting (1R,6S)-[8-(6-methyl-2-trifluoromethyl-pyrimidin-4-yl)-3,8-diaza-bicyclo[4.2.0]octane (Intermediate 9) for (1R,6S)8-(4,6-dimethyl-pyrimidin-2-yl)-3,8-diaza-bicyclo[4.2.0]octane and 6-methyl-2-(1H-1,2,3-triazol-1-yl)nicotinic acid (Intermediate 51) for 2-thiophen-2-yl-benzoic acid. MS (ESI) mass calcd. For C21H21F3N8O, 458.45; m/z found 459.0 [M+H]+.

Sources & evidence

ORD record
ord-d75cf545a8c940d5a89d319d1b2068e8
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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