Dichloromethane → Dichloromethane piperidine

HRID 1662969Notes

Reaction equation

HRID 1662969 reaction equation
[H][H].O.O[N:5]1[C:9]2C=[CH:11][CH:12]=[CH:13][C:8]=2N=N1.C(N=C=NC(C)C)(C)C.C(N(C(C)C)C(C)C)C.[Cl:32][CH2:33][Cl:34]>>[Cl:32][CH2:33][Cl:34].[NH:5]1[CH2:11][CH2:12][CH2:13][CH2:8][CH2:9]1

Participants

6

Reactant 5

HCID 6344DichloromethaneHCID 12734DiisopropylcarbodiimideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 67144590Dichloromethane piperidine

Procedure

If R1 and R2 are both hydrogen preferably the first stage is carried out as follows: the aminooxy-2-chlortrityl polystyrene resin is mixed in a suitable solvent, such like dichloromethane, with a compound of formula VI, in which R1 and R2 are both hydrogen, in the presence of 1-hydroxybenzotriazole hydrate and 1,3-diisopropylcarbodiimide and the resulting mixture then treated with N-ethyl-diisopropylamine at room temperature. The obtained resin is isolated and shaken twice for a period of 15 to 45 minutes, e.g. 20 minutes, with a freshly prepared dichloromethane/piperidine solution to provide a compound of formula VII, in which the black circular plane indicates that the compound is bound to a polymer resin and in which R1 and R2 are both hydrogen.

Workup

  1. customThe obtained resin is isolated

Sources & evidence

ORD record
ord-b00ff416727040d5ab4da016ca7a5d04
Source dataset
uspto-grants-2011_10
Patent number
US08034810B2

Reaction notes

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