Triethylamine → HCID 86680456, compound

HRID 240448Notes

Reaction equation

HRID 240448 reaction equation
[CH2:1]1[NH:6][CH2:5][CH2:4][N:3]2[CH2:7][C@@H:8]([OH:10])[CH2:9][C@H:2]12.[F:11][C:12]([F:24])([F:23])[C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1.C(N(CC)CC)C>ClCCl>[F:24][C:12]([F:11])([F:23])[C:13]1[CH:14]=[CH:15][C:16]([S:19]([N:6]2[CH2:5][CH2:4][N:3]3[CH2:7][C@@H:8]([OH:10])[CH2:9][C@@H:2]3[CH2:1]2)(=[O:21])=[O:20])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27773994-(Trifluoromethyl)benzenesulfonyl chlorideHCID 51919072HCID 51919072, compound

Product 1

HCID 86680456HCID 86680456, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (7S,8aR)-octahydropyrrolo[1,2-a]pyrazin-7-ol (0.208 g, 1.463 mmol) and 4-(trifluoromethyl)benzene-1-sulfonyl chloride (0.358 g, 1.463 mmol) in dichloromethane (3 mL) was added triethylamine (303 mg, 3 mmol). The mixture was stirred at room temperature overnight. The mixture was concentrated and the residue was purified by chromatography on silica gel (CH2Cl2/CH3OH=10:1) to give the title compound (0.4 g, 78% yield). MS (ESI) m/z 421 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by chromatography on silica gel (CH2Cl2/CH3OH=10:1)

Sources & evidence

ORD record
ord-d10aa5cd7eb94d8e915869aa21908f29
Source dataset
uspto-grants-2014_02
Patent number
US08648074B2

Reaction notes

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