HCID 67324294, compound → HCID 69949932, compound

HRID 1397245Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])[S:11][CH:12]=2)=[CH:4][CH:3]=1.[F:18][C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([C:28]2[N:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[O:30][N:29]=2)[CH:27]=1)[C:22](O)=[O:23]>>[F:18][C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([C:28]2[N:32]=[C:31]([C:33]([F:35])([F:34])[F:36])[O:30][N:29]=2)[CH:27]=1)[C:22]([NH:15][CH2:14][C:13]([C:10]1[S:11][CH:12]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[N:9]=1)([CH3:17])[CH3:16])=[O:23]

Participants

Reactant 2

HCID 67324294HCID 67324294, compound

HCID 67326264HCID 67326264, compound

Product 1

HCID 69949932HCID 69949932, compoundYield 32%

Procedure

This compound was synthesized from 2-(4-(4-fluorophenyl)thiazol-2-yl)-2-methylpropan-1-amine and 3-fluoro-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (23 mg, yield 32%): 1H NMR (400 MHz, CDCl3) δ 8.32 (br s, 1H), 8.23 (br t, J=5 Hz, 1H), 7.94 (br d, J=8 Hz, 1H), 7.86-7.75 (m, 3H), 7.06-7.00 (m, 2H), 3.78 (d, J=4 Hz, 2H), 1.55, (s, 6H). MS (ESI) m/z: Calculated for C23H17F6N4O2S: 508.10. found: 509.1 (M+H)+.

Sources & evidence

ORD record: ord-586ea2a6093c432abb568442a45f9cd1
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901156B2

Reaction notes

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