Ammonia → HCID 66621105, compound

HRID 415148Notes

Reaction equation

HRID 415148 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[O:15][C:16]2[C:22]([C:23](OC)=[O:24])=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1.[NH3:27]>CO>[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[O:15][C:16]2[C:22]([C:23]([NH2:27])=[O:24])=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66620966HCID 66620966, compound

Product 1

HCID 66621105HCID 66621105, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(2-fluoro-4-(pyridin-2-yl)phenyl)benzo[d]oxazole-7-carboxylate (500 mg, 1.40 mmol) was added to ammonia in methanol (30 ml) and the mixture was stirred at room temperature for 3 days. The solid was filtered, washed with methanol and ammonium hydroxide, dried in vacuum. 400 mg of 2-(2-fluoro-4-(pyridin-2-yl)phenyl)benzo[d]oxazole-7-carboxamide as a solid was obtained, yield 84%. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 7.5-7.54 (m, 2H), 7.87-8.04 (m, 5H), 8.21-8.23 (m, 3H), 8.47 (s, 1H), 8.76 (s, 1H); LC-MS (ESI) m/z: 334 (M+1)+.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with methanol and ammonium hydroxide
  3. customdried in vacuum

Sources & evidence

ORD record
ord-175154d2d0564ed3a2224f83cbdf6a6b
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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