2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine → N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-5-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)nicotinamide

HRID 1397382Notes

Reaction equation

HRID 1397382 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]=[N:29][CH:30]=[C:31]([CH:35]=2)[C:32](O)=[O:33])=[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:32](=[O:33])[C:31]3[CH:35]=[C:27]([C:25]4[S:26][C:22]([C:20](=[O:21])[C:19]([F:36])([F:18])[F:37])=[CH:23][CH:24]=4)[CH:28]=[N:29][CH:30]=3)[N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 673230862-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amineHCID 673255045-(5-(2,2,2-Trifluoroacetyl)thiophen-2-yl)nicotinic acid

Product 1

HCID 67323972N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-5-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)nicotinamideYield 26%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine and 5-(5-(2,2,2-trifluoroacetyl)thiophen-2-yl)nicotinic acid as described in example 8 step 6 (45 mg, yield 26%). 1H NMR (400 MHz, DMSO-d6) δ 9.21 (d, J=2.1 Hz, 1H), 9.01 (s, 1H), 8.66-8.60 (m, 1H), 8.52-8.51 (t, J=2.0 Hz, 1H), 8.21-8.20 (m, 1H), 8.02-7.98 (m, 4H), 7.36-7.30 (m, 2H), 3.53-3.52 (d, J=6.1 Hz, 2H), 1.30 (s, 6H).

Sources & evidence

ORD record
ord-28eae49d452e42938a421991200420bd
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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