2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine → HCID 67324598, compound

HRID 1397466Notes

Reaction equation

HRID 1397466 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[CH:23]=[C:24]([C:27]2[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=2)[C:30](O)=[O:31])[S:25][CH:26]=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:24]4[S:25][CH:26]=[C:22]([C:20](=[O:21])[C:19]([F:18])([F:36])[F:37])[CH:23]=4)[CH:28]=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 67323228HCID 67323228, compound

Product 1

HCID 67324598HCID 67324598, compoundYield 30%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine and 3-(4-(2,2,2-trifluoroacetyl)thiophen-2-yl)benzoic acid as described in example 8 step 6 (75 mg, yield 30%). 1H NMR (400 MHz, DMSO-d6) δ 8.21-8.16 (m, 1H), 8.11-8.10 (m, 1H), 8.02-7.96 (m, 3H), 7.91-7.90 (m, 1H), 7.88-7.83 (m, 1H), 7.77-7.75 (m, 1H), 7.67-7.48 (m, 2H), 7.31-7.25 (m, 2H), 3.56-3.54 (m, 2H), 1.33 (d, J=2.1 Hz, 6H). MS (ESI) m/z: Calculated for C26H20F4N2O3S: 516.11. found: 515.7 (M−H)−.

Sources & evidence

ORD record
ord-45878e536e344cd5a24af617f4e6e2d6
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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