Cyclopropylamine → HCID 58249641, compound

HRID 1367620Notes

Reaction equation

HRID 1367620 reaction equation
CS(O[CH2:6][CH2:7][N:8]([C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:9][CH2:10]OS(C)(=O)=O)(=O)=O.[CH:22]1([NH2:25])[CH2:24][CH2:23]1>C1COCC1>[CH:22]1([N:25]2[CH2:10][CH2:9][N:8]([C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:7][CH2:6]2)[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 59762617HCID 59762617, compound

Product 1

HCID 58249641HCID 58249641, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
48 °C

Procedure

The product prepared as in Example 8 above, methanesulfonic acid 2-[(2-methanesulfonyloxy-ethyl)-(2,2,2-trifluoro-acetyl)-amino]-ethyl ester (3.6 g) was dissolved in THF (18 mL). Cyclopropylamine (1.14 g, 20 mmol) was then added neat to the reaction mixture. The reaction mixture was then heated at 48° C. for 72 hours. The reaction mixture was then concentrated to a thick oil and the oil was chromatographed using 25-35% ethylacetate-hexanes mixture to yield the title compound as the late eluting fraction and isolated as thick brown oil.

Workup

  1. concentrationThe reaction mixture was then concentrated to a thick oil
  2. customthe oil was chromatographed

Sources & evidence

ORD record
ord-964ad3f5424e442c8a4117bd8cc1365e
Source dataset
uspto-grants-2011_02
Patent number
US07893257B2

Reaction notes

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