Cyclopropylamine → HCID 58249641, compound

HRID 1192765Notes

Reaction equation

HRID 1192765 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-3cc4fe2550f34a29885b1b8ef4ff08ef
Source dataset
uspto-grants-2014_03
Patent number
US08680273B2

Reaction notes

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