Hydrochloric Acid → HCID 72188644, compound

HRID 2207699Notes

Reaction equation

HRID 2207699 reaction equation
[ClH:1].CCOCC.[CH3:7][N:8]1[CH2:40][CH2:39][C@:10]2([N:14](C(OC(C)(C)C)=O)[C@@H:13]([C:22]3[N:27]=[C:26]([CH3:28])[CH:25]=[C:24]([C:29]4[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=4)[N:23]=3)[CH2:12][CH2:11]2)[C:9]1=[O:41]>C(Cl)Cl>[ClH:1].[CH3:7][N:8]1[CH2:40][CH2:39][C@:10]2([NH:14][C@@H:13]([C:22]3[N:27]=[C:26]([CH3:28])[CH:25]=[C:24]([C:29]4[CH:30]=[CH:31][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:33][CH:34]=4)[N:23]=3)[CH2:12][CH2:11]2)[C:9]1=[O:41]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 131735230HCID 131735230, compound

Product 1

HCID 72188644HCID 72188644, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1M HCl in Et2O (3.07 mL, 3.07 mmol) was added to a solution of the (2R,5S)-7-methyl-2-[4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-2-yl]-1,7-diazaspiro[4.4]nonan-6-one (1.2 g, 3.07 mmol) in DCM (20 mL) at 20° C. and the reaction stirred for 5 mins. The solvent was evaporated and the residue was trituated from Et2O and dried under vacuum at 40° C. to afford the (2R,5S)-7-methyl-2-[4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-2-yl]-1,7-diazaspiro[4.4]nonan-6-one hydrochloride (E1) (1.07 g, 2.7408 mmol, 89.2% yield) as an off white solid with 5 mol % ether present;

Workup

  1. customThe solvent was evaporated
  2. customdried under vacuum at 40° C.

Sources & evidence

ORD record
ord-8532dd641ef642db819a2629f5a33677
Source dataset
uspto-grants-2016_06
Patent number
US09376445B2

Reaction notes

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