3-[5-(Trifluoroacetyl)thiophen-2-yl]benzoic Acid → N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-3-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)benzamide

HRID 1397380Notes

Reaction equation

HRID 1397380 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])[N:12]=2)=[CH:4][CH:3]=1.[F:18][C:19]([F:37])([F:36])[C:20]([C:22]1[S:26][C:25]([C:27]2[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=2)[C:30](O)=[O:31])=[CH:24][CH:23]=1)=[O:21]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]([CH3:17])([CH3:16])[CH2:14][NH:15][C:30](=[O:31])[C:29]3[CH:33]=[CH:34][CH:35]=[C:27]([C:25]4[S:26][C:22]([C:20](=[O:21])[C:19]([F:18])([F:36])[F:37])=[CH:23][CH:24]=4)[CH:28]=3)[N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 248966243-[5-(Trifluoroacetyl)thiophen-2-yl]benzoic AcidHCID 673230862-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine

Product 1

HCID 67325478N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-3-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)benzamideYield 5%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine and 3-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)benzoic acid as described in example 8 step 6 (8 mg, yield 5%). 1H NMR (400 MHz, DMSO-d6) δ 8.53-8.50 (t, J=6.2 Hz, 1H), 8.21 (m, 1H), 8.17-8.16 (m, 1H), 8.03-7.98 (m, 4H), 7.93-7.91 (m, 1H), 7.88-7.87 (d, J=4.3 Hz, 1H), 7.63-7.59 (t, J=7.8 Hz, 1H), 7.34-7.30 (t, J=8.8 Hz, 2H), 3.52-3.50 (d, J=6.4 Hz, 2H), 1.29 (s, 6H).

Sources & evidence

ORD record
ord-960930f9e3564f99a19bec4b8626bb57
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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