1-Tert-butyl-4-prop-2-YN-1-ylpiperazine → {5''-[3-(4-tert-Butyl-piperazin-1-yl)-prop-1-ynyl]-[2,2';4',3'']terpyridin-6'-yl}-isopropyl-amine

HRID 1798518Notes

Reaction equation

HRID 1798518 reaction equation
C1(NC2N=C(C3C=CC=CN=3)C=C(C3C=NC=C(C#CCN4CCN(C(C)C)CC4)C=3)C=2)CC1.Br[C:36]1[CH:37]=[C:38]([C:42]2[CH:47]=[C:46]([NH:48][CH:49]([CH3:51])[CH3:50])[N:45]=[C:44]([C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=3)[CH:43]=2)[CH:39]=[N:40][CH:41]=1.C(N1CCN(CC#C)CC1)(C)C.[C:70]([N:74]1[CH2:79][CH2:78][N:77]([CH2:80][C:81]#[CH:82])[CH2:76][CH2:75]1)([CH3:73])([CH3:72])[CH3:71]>>[C:70]([N:74]1[CH2:75][CH2:76][N:77]([CH2:80][C:81]#[C:82][C:36]2[CH:37]=[C:38]([C:42]3[CH:47]=[C:46]([NH:48][CH:49]([CH3:51])[CH3:50])[N:45]=[C:44]([C:52]4[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=4)[CH:43]=3)[CH:39]=[N:40][CH:41]=2)[CH2:78][CH2:79]1)([CH3:73])([CH3:72])[CH3:71]

Participants

5

Reactant 4

HCID 450997931-Tert-butyl-4-prop-2-YN-1-ylpiperazine2×HCID 583665571-(Prop-2-YN-1-YL)-4-(propan-2-YL)piperazineHCID 68733072(5''-Bromo-[2,2';4',3'']terpyridin-6'-yl)-isopropyl-amineHCID 68760033Cyclopropyl-{5''-[3-(4-isopropyl-piperazin-1-yl)-prop-1-ynyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

Product 1

HCID 68761638{5''-[3-(4-tert-Butyl-piperazin-1-yl)-prop-1-ynyl]-[2,2';4',3'']terpyridin-6'-yl}-isopropyl-amine

Procedure

This compound is prepared analogously to Cyclopropyl-{5″-[3-(4-isopropyl-piperazin-1-yl)-prop-1-ynyl]-[2,2′;4′,3″]terpyridin-6′-yl}-amine (Example 2.127) by replacing (5″-Bromo-[2,2′;4′,3″]terpyridin-6′-yl)-cyclopropyl-amine (Example 1.26) with (5″-Bromo-[2,2′;4′,3″]terpyridin-6′-yl)-isopropyl-amine (Example 2.46, step1) and by replacing 1-isopropyl-4-(prop-2-ynyl)piperazine (Intermediate D1) with 1-tert-Butyl-4-prop-2-ynyl-piperazine (Intermediate D2).

Sources & evidence

ORD record
ord-fef2c4449af44f8da57a22c5f4532602
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

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