2-Aminophenol → HCID 24774540, compound

HRID 1784870Notes

Reaction equation

HRID 1784870 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([OH:7])=O.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1O>>[Br:11][C:9]1[CH:8]=[C:4]([C:5]2[O:7][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]=2)[CH:3]=[C:2]([Br:1])[CH:10]=1

Participants

3

Reactant 2

HCID 58012-AminophenolHCID 12063Benzoic acid, 3,5-dibromo-

Product 1

HCID 24774540HCID 24774540, compound

Procedure

3,5-Dibromo-benzoic acid and 2-aminophenol were condensed to give 2-(3,5-dibromo-phenyl)-benzoxazole, which was converted to N-[3-benzoxazol-2-yl-5-(1H-indol-4-yl)-phenyl]-acetamide as described in Example 106. 1H NMR (400 MHz, DMSO-d6): δ 11.35 (s, 1H), 10.36 (s, 1H), 8.57 (t, J=1.6 Hz, 1H), 8.13 (d, J=1.6 Hz, 2H), 7.77-7.84 (m, 2H), 7.44-7.48 (m, 2H), 7.39-7.43 (m, 2H), 7.21 (t, J=7.5 Hz, 1H), 7.17 (dd, J=7.2, 1.0 Hz, 1H), 6.64-6.67 (m, 1H), 2.11 (s, 3H).

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-ea78a04bfc5d496984b271659bc10868
Source dataset
uspto-grants-2009_03
Patent number
US07504401B2

Reaction notes

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