2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine → HCID 71487656, compound

HRID 1397429Notes

Reaction equation

HRID 1397429 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][CH:19]([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:36][CH:19]([F:18])[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]([NH:15][CH2:14][C:13]([C:11]2[N:12]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[O:9][CH:10]=2)([CH3:17])[CH3:16])=[O:31])=[CH:24][CH:23]=1)=[O:21]

Participants

3

Reactant 2

HCID 673230862-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amineHCID 86677599HCID 86677599, compound

Product 1

HCID 71487656HCID 71487656, compoundYield 34%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine and 3-(5-(2,2-difluoroacetyl)thiophen-2-yl)benzoic acid as described in example 8 step 6 (60 mg, yield 34%). 1H NMR (400 MHz, DMSO-d6) δ 8.51-8.48 (t, J=6.2 Hz, 1H), 8.19-8.15 (m, 2H), 8.02-7.97 (m, 3H), 7.90-7.88 (m, 1H), 7.84-7.83 (d, J=4.3 Hz, 1H), 7.61-7.57 (t, J=7.8 Hz, 1H), 7.35-7.31 (t, J=8.8 Hz, 2H), 7.16-6.90 (m, 1H), 3.52-3.50 (d, J=6.4 Hz, 2H), 1.29 (s, 6H). MS (ESI) m/z: Calculated for C26H21F3N2O3S: 498.12. found: 499.1 (M+H)+.

Sources & evidence

ORD record
ord-b6f27174573445f3b8d873feba65afff
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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