HCID 178486028, compound → HCID 178484792, compound

HRID 25647Notes

Reaction equation

HRID 25647 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]#[C:16][CH2:17][CH2:18][CH2:19][Cl:20])[CH2:11][CH2:10]1)C)(C)(C)C.FC(F)(F)C([O-])=O.ClCCCC#C[C@H]1CC[C@H]([NH2+]C)CC1>>[Cl:20][CH2:19][CH2:18][CH2:17][C:16]#[C:15][C@H:12]1[CH2:11][CH2:10][C@H:9]([NH:7][CH3:6])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 178486028HCID 178486028, compoundHCID 178486209HCID 178486209, compound

Product 1

HCID 178484792HCID 178484792, compound

Procedure

In analogy to example 32.1, trans-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester was converted to trans-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-methyl-ammonium trifluoroacetate. The compound was purified by dissolving the salt in water, washing it with Et2O (3×). The water phase was adjusted to pH 8 (with aqueous saturated NaHCO3) and extracted with EtOAc (3×) to give trans-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-methyl-amine, MS: 314 (MH+, 1Cl).

Workup

  1. customThe compound was purified
  2. dissolutionby dissolving the salt in water
  3. washwashing it with Et2O (3×)
  4. extractionextracted with EtOAc (3×)

Sources & evidence

ORD record
ord-a80d525a03db493ab878cf716482e636
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Reaction notes

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