Ammonia → HCID 69365920, compound

HRID 723798Notes

Reaction equation

HRID 723798 reaction equation
C([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][N:26]4[N:30]=[N:29][CH:28]=[N:27]4)[O:22][C:21]3=[O:31])=[CH:16][C:15]=2[F:32])=[CH:10][CH2:9]1)=[O:7])(=O)C.N>CO>[OH:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][N:26]4[N:30]=[N:29][CH:28]=[N:27]4)[O:22][C:21]3=[O:31])=[CH:16][C:15]=2[F:32])=[CH:10][CH2:9]1)=[O:7]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69365257HCID 69365257, compound

Product 1

HCID 69365920HCID 69365920, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(5R)-3-(4-(1-(2-Acetoxyacetyl)-1,2,5,6-tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(tetrazol-2-ylmethyl)oxazolidin-2-one (365 mg, 0.82 mM) was treated with a saturated solution of ammonia in methanol (40 ml), warmed slightly to dissolve completely, then stirred at room temperature for 20 hours. The solvent was evaporated to give an orange oil which was triturated with diethyl ether to give the title compound as a pale yellow solid (211 mg).

Workup

  1. temperaturewarmed slightly
  2. dissolutionto dissolve completely
  3. customThe solvent was evaporated
  4. customto give an orange oil which
  5. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-a7b42de2374e44da8b984fac397be570
Source dataset
uspto-grants-2006_11
Patent number
US07141583B2

Reaction notes

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