Tyramine → HCID 58603469, compound

HRID 14839Notes

Reaction equation

HRID 14839 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:19]=[CH:20][CH:21]=2)[CH2:11][NH:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:5]=[CH:4][N:3]=1.[NH2:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1>>[N:15]1[CH:16]=[CH:17][CH:18]=[C:13]([NH:12][CH2:11][C:10]2[CH:9]=[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:22][CH2:23][CH2:24][C:25]4[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=4)[N:7]=3)[CH:21]=[CH:20][CH:19]=2)[CH:14]=1

Participants

3

Reactant 2

HCID 5610TyramineHCID 86603282[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-pyridin-3-yl-amine

Product 1

HCID 58603469HCID 58603469, compound

Procedure

Intermediate 63 was coupled with tyramine following procedure F. LC-MS showed the product had the expected M+H+ of 398. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 9.2 (m, 1H), 8.3 (s, 1H), 8.2 (m, 2H), 8.1 (m, 2H), 8.0 (m, 3H), 7.7 (s, 1H), 7.5 (d, 2H), 7.1 (m, 4H), 6.6 (m, 2H), 4.2 (m, 1H), 3.2 (m, 2H), 2.7 (m, 2H).

Sources & evidence

ORD record
ord-f439eb2206fb4771ba4b0ad4b41b9dff
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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