Trifluoroacetic acid methylene chloride → 1-[3-(Pyridin-4-ylmethoxy)-pyrazin-2-yl]-pyrrolidin-3-ylamine

HRID 907563Notes

Reaction equation

HRID 907563 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([C:13]2[C:18]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[N:17][CH:16]=[CH:15][N:14]=2)[CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[N:24]1[CH:25]=[CH:26][C:21]([CH2:20][O:19][C:18]2[C:13]([N:10]3[CH2:11][CH2:12][CH:8]([NH2:7])[CH2:9]3)=[N:14][CH:15]=[CH:16][N:17]=2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 59013922{1-[3-(Pyridin-4-ylmethoxy)-pyrazin-2-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester

Product 1

HCID 590138991-[3-(Pyridin-4-ylmethoxy)-pyrazin-2-yl]-pyrrolidin-3-ylamineYield 170.1%

Procedure

To compound {1-[3-(pyridin-4-ylmethoxy)-pyrazin-2-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester (1 g, 2.6 mmole) was added 50% TFA/DCM. The mixture was stirred for 1 hour, and concentrated in vacuo to give 1-[3-(Pyridin-4-ylmethoxy)-pyrazin-2-yl]-pyrrolidin-3-ylamine (1.2 g, 100% yield).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-81fcb003375944cd913c055b3d873ee4
Source dataset
uspto-grants-2011_09
Patent number
US08013156B2

Reaction notes

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