2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine → HCID 67324769, compound

HRID 1397470Notes

Reaction equation

HRID 1397470 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][CH:25]=[C:24]([C:27]2[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=2)[C:30](O)=[O:31])[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:24]4[CH:23]=[C:22]([C:20](=[O:21])[C:19]([F:18])([F:36])[F:37])[S:26][CH:25]=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 67324493HCID 67324493, compound

Product 1

HCID 67324769HCID 67324769, compoundYield 17%

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-3-yl)benzoic acid as described in example 8 step 6 (30 mg, yield 17%). 1H NMR (400 MHz, DMSO-d6) δ 8.67 (d, J=1.2 Hz, 1H), 8.43 (m, 1H), 8.16-8.12 (m, 2H), 8.00-7.97 (dd, J=9.0 Hz, 5.3 Hz, 2H), 7.92-7.90 (m, 2H), 7.84-7.82 (m, 1H), 7.57-7.53 (t, J=7.8 Hz, 1H), 7.30-7.25 (t, J=9.0 Hz, 2H), 3.56 (d, J=6.4 Hz, 2H), 1.34 (s, 6H). MS (ESI) m/z: Calculated for C26H20F4N2O3S: 516.11. found: 515.5 (M−H)−.

Sources & evidence

ORD record
ord-da3586ebbb604ebd884e29d1e4039c7b
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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