(5''-Bromo-[2,2';4',3'']terpyridin-6'-yl)-cyclopropyl-amine → Cyclopropyl-{5''-[3-(4-isopropyl-piperazin-1-yl)-prop-1-ynyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

HRID 1798511Notes

Reaction equation

HRID 1798511 reaction equation
CNC1N=C(C2C=CC=CN=2)C=C(C2C=NC=C(C#CC3N(C)C=NC=3)C=2)C=1.Br[C:30]1[CH:31]=[C:32]([C:36]2[CH:41]=[C:40]([NH:42][CH:43]3[CH2:45][CH2:44]3)[N:39]=[C:38]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=3)[CH:37]=2)[CH:33]=[N:34][CH:35]=1.[CH:52]([N:55]1[CH2:60][CH2:59][N:58]([CH2:61][C:62]#[CH:63])[CH2:57][CH2:56]1)([CH3:54])[CH3:53]>>[CH:43]1([NH:42][C:40]2[N:39]=[C:38]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=3)[CH:37]=[C:36]([C:32]3[CH:33]=[N:34][CH:35]=[C:30]([C:63]#[C:62][CH2:61][N:58]4[CH2:57][CH2:56][N:55]([CH:52]([CH3:54])[CH3:53])[CH2:60][CH2:59]4)[CH:31]=3)[CH:41]=2)[CH2:45][CH2:44]1

Participants

4

Reactant 3

HCID 44135953(5''-Bromo-[2,2';4',3'']terpyridin-6'-yl)-cyclopropyl-amineHCID 583665571-(Prop-2-YN-1-YL)-4-(propan-2-YL)piperazine2×HCID 86633650Methyl-[5''-(3-methyl-3H-imidazol-4-ylethynyl)-[2,2';4',3'']terpyridin-6'-yl]-amine

Product 1

HCID 68760033Cyclopropyl-{5''-[3-(4-isopropyl-piperazin-1-yl)-prop-1-ynyl]-[2,2';4',3'']terpyridin-6'-yl}-amine

Procedure

is prepared analogously to Methyl-[5″-(3-methyl-3H-imidazol-4-ylethynyl)-[2,2′;4′,3″]terpyridin-6′-yl]-amine (Example 2.182) by replacing (5″-Bromo-[2,2′;4′,3″]terpyridin-6′-yl)-methyl-amine (Example 2.1; step1) with (5″-Bromo-[2,2′;4′,3″]terpyridin-6′-yl)-cyclopropyl-amine (Example 1.26) and by replacing 1-methyl-5-((trimethylsilyl)ethynyl)-1H-imidazole with 1-isopropyl-4-(prop-2-ynyl)piperazine (Intermediate D1).

Sources & evidence

ORD record
ord-0d12044fee30428ba60b3d4423e0e3c3
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

Loading…