Hydrochloric Acid → HCID 117774427, compound

HRID 717505Notes

Reaction equation

HRID 717505 reaction equation
[F:1][CH:2]([F:15])[C@@H:3]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1.[ClH:16]>O1CCOCC1>[ClH:16].[F:1][CH:2]([F:15])[C@@H:3]1[CH2:7][CH2:6][NH:5][CH2:4]1

Participants

4

Procedure

(R)-tert-Butyl 3-(difluoromethyl)pyrrolidine-1-carboxylate (0.45 g, 2.03 mmol) in 1,4-dioxane (1 mL) was cooled to 15° C. in an ice bath. HCl (4M in 1,4-dioxane, 1.5 mL, 6.11 mmol) was then added and the resulting solution was stirred at room temperature overnight. The solvent was removed on a rotary evaporator and the residue was triturated with diethyl ether. Diethyl ether was removed under vacuum and solid was dried to afford 0.31 g of (R)-3-(difluoromethyl)pyrrolidine hydrochloride as a grey solid. 1H NMR (400 MHz, DMSO-d6) δ 9.57 (bs, 2H), 6.19 (td, 1H), 3.34 (m, 1H), 3.22-3.06 (m, 3H), 2.82 (m, 1H), 2.05 (m, 1H), 1.85 (m, 1H).

Workup

  1. customThe solvent was removed on a rotary evaporator
  2. customthe residue was triturated with diethyl ether
  3. customDiethyl ether was removed under vacuum and solid
  4. customwas dried

Sources & evidence

ORD record
ord-9fd162c4acfd45d0bb215bf9442d2f92
Source dataset
uspto-grants-2015_11
Patent number
US09193714B2

Reaction notes

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