Ethylenediamine → HCID 50997115, compound

HRID 1916094Notes

Reaction equation

HRID 1916094 reaction equation
[CH:1]1([CH2:4][S:5]([N:8]2[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]3[C:20]([C:21]4[N:22]=[C:23]5[CH:29]=[CH:28][N:27](COCC[Si](C)(C)C)[C:24]5=[N:25][CH:26]=4)=[CH:19][CH:18]=[C:17]([CH3:38])[N:16]=3)[CH2:9]2)(=[O:7])=[O:6])[CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C(N)CN>C1COCC1>[CH:1]1([CH2:4][S:5]([N:8]2[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]3[C:20]([C:21]4[N:22]=[C:23]5[CH:29]=[CH:28][NH:27][C:24]5=[N:25][CH:26]=4)=[CH:19][CH:18]=[C:17]([CH3:38])[N:16]=3)[CH2:9]2)(=[O:6])=[O:7])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 2724141Tetrabutylammonium FluorideHCID 58177254(1-cyclopropylmethanesulfonyl-piperidin-3-yl)-{6-methyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine

Product 1

HCID 50997115HCID 50997115, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(1-Cyclopropylmethanesulfonyl-piperidin-3-yl)-[6-methyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-pyridin-2-yl]-amine was prepared from (1-cyclopropylmethanesulfonyl-piperidin-3-yl)-{6-methyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine using 20 equivalents of tetrabutyl ammonium fluoride 1 M solution in THF, and 20 equivalents of ethylenediamine, and warming the mixture at 70° C. for 5 h.

Sources & evidence

ORD record
ord-cd1f866781fd4f93a211485dd906b08e
Source dataset
uspto-grants-2013_12
Patent number
US08618103B2

Reaction notes

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