Ammonia → HCID 46847387, compound

HRID 415287Notes

Reaction equation

HRID 415287 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[O:14][C:15]4[C:21]([C:22]([O:24]C)=O)=[CH:20][CH:19]=[CH:18][C:16]=4[N:17]=3)=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[NH3:26]>CO>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[CH:8]=[CH:9][C:10]([C:13]3[O:14][C:15]4[C:21]([C:22]([NH2:26])=[O:24])=[CH:20][CH:19]=[CH:18][C:16]=4[N:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66620461HCID 66620461, compound

Product 1

HCID 46847387HCID 46847387, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(4-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxylate (160 mg, 0.5 mmol) was added to ammonia in methanol (30 mL) and the mixture was stirred at room temperature for 3 days. Then the solid was filtered, washed with methanol, dried in vacuum. 140 mg of solid of 2-(4-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide was obtained, yield: 90%. 1H-NMR (400 MHz, DMSO-d6) δ 7.50-7.54 (t, J=8 Hz, 1H), 7.83-7.86 (m, 2H), 7.89-7.96 (brs, 2H), 7.99-8.01 (d, J=7.6 Hz, 2H), 8.08-8.10 (d, J=8.4 Hz, 2H); 8.44-8.46 (d, J=8.4 Hz, 2H); 8.71-8.72 (d, J=4.4 Hz, 2H); LC-MS (ESI) m/z: 316 (M+1)+.

Workup

  1. filtrationThen the solid was filtered
  2. washwashed with methanol
  3. customdried in vacuum

Sources & evidence

ORD record
ord-58242b1424034470a873678cc545cad2
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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