Hydrochloric Acid → HCID 69364914, compound

HRID 723797Notes

Reaction equation

HRID 723797 reaction equation
CC1(C)[O:6][C@H:5]([C:7]([N:9]2[CH2:14][CH2:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:25][C@H:24]([CH2:26][N:27]5[N:31]=[N:30][CH:29]=[N:28]5)[O:23][C:22]4=[O:32])=[CH:17][C:16]=3[F:33])=[CH:11][CH2:10]2)=[O:8])[CH2:4][O:3]1.Cl>O1CCCC1>[OH:6][C@@H:5]([CH2:4][OH:3])[C:7]([N:9]1[CH2:14][CH2:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][C@H:24]([CH2:26][N:27]4[N:31]=[N:30][CH:29]=[N:28]4)[O:23][C:22]3=[O:32])=[CH:17][C:16]=2[F:33])=[CH:11][CH2:10]1)=[O:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69366396HCID 69366396, compound

Product 1

HCID 69364914HCID 69364914, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(5R)-3-(4-(1-((4S)-2,2-Dimethyl-1,3-dioxolane-4-carbonyl)-1,2,5,6-tetrahydropyridin-4-yl)-3-fluorophenyl)-5-(tetrazol-2-ylmethyl)oxazolidin-2-one (550 mg, 1.17 mM) in a mixture of tetrahydrofuran (25 ml) and aqueous hydrochloric acid (1M, 10 ml) was stirred at room temperature for 24 hours, then concentrated by evaporation to a solid. The solid was filtered, washed with water, followed by a small volume of ethanol, then triturated with diethyl ether to give the title compound as a colourless solid (450 mg).

Workup

  1. concentrationconcentrated by evaporation to a solid
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-1868f20ec36240deb446791eeeb01164
Source dataset
uspto-grants-2006_11
Patent number
US07141583B2

Reaction notes

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