Phenol → Benzyl-{5''-[3-(2-dimethylamino-ethoxy)-phenyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

HRID 1798523Notes

Reaction equation

HRID 1798523 reaction equation
CNC1N=C(C2C=CC=CN=2)C=C(C2C=NC=C(C3C=CC=C(O[CH2:28][CH2:29][N:30]4[CH2:34]CC[CH2:31]4)C=3)C=2)C=1.C1(O)C=CC=CC=1.[CH2:42]([NH:49][C:50]1[N:55]=[C:54]([C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][N:57]=2)[CH:53]=[C:52]([C:62]2[CH:63]=[N:64][CH:65]=[C:66]([C:68]3[CH:69]=[C:70]([OH:74])[CH:71]=[CH:72][CH:73]=3)[CH:67]=2)[CH:51]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>>[CH2:42]([NH:49][C:50]1[N:55]=[C:54]([C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][N:57]=2)[CH:53]=[C:52]([C:62]2[CH:63]=[N:64][CH:65]=[C:66]([C:68]3[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH2:28][CH2:29][N:30]([CH3:34])[CH3:31])[CH:69]=3)[CH:67]=2)[CH:51]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

Participants

4

Reactant 3

HCID 996PhenolHCID 687352943-(6'-Benzylamino-[2,2';4',3'']terpyridin-5''-yl)-phenolHCID 68757059Methyl-{5''-[3-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

Product 1

HCID 68735736Benzyl-{5''-[3-(2-dimethylamino-ethoxy)-phenyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

Procedure

This compound is prepared analogously to Methyl-{5″-[3-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-[2,2′;4′,3″]terpyridin-6′-yl}-amine (Example 2.189) by replacing methylamino-[2,2′;4′,3″]terpyridin-5″-yl)-phenol (example 2.189 step 1) with 3-(6′-Benzylamino-[2,2′;4′,3″]terpyridin-5″-yl)-phenol (Example 2.143) and by replacing 1-(2-Chloro-ethyl)-pyrrolidine with 2-Dimethyl-aminoethyl chloride.

Sources & evidence

ORD record
ord-e5c42c6a0d944bbd9c67e8fef15c3f22
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

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