Tyramine → HCID 58603710, compound

HRID 2386582Notes

Reaction equation

HRID 2386582 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([F:29])=[C:12]([CH:28]=2)[CH2:13][N:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][C@@H:15]2[CH3:27])[CH:5]=[CH:4][N:3]=1.[NH2:30][CH2:31][CH2:32][C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=1>>[F:29][C:11]1[CH:10]=[CH:9][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:30][CH2:31][CH2:32][C:33]3[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=3)[N:7]=2)=[CH:28][C:12]=1[CH2:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][C@@H:15]1[CH3:27]

Participants

3

Reactant 2

HCID 5610TyramineHCID 86603336HCID 86603336, compound

Product 1

HCID 58603710HCID 58603710, compound

Procedure

Intermediate 166 from above was coupled with tyramine following procedure F. The product was deprotected by procedure G2. LC-MS showed the product had the expected M+H+ of 422. 1H NMR (Varian 300 MHz, MeOD-d6, shifts relative to the solvent peak at 3.31 ppm) δ 8.7 (d, 1H) 8.4 (d, 1H) 8.3 (d, 1H) 7.6 (d, 1H), 7.5 (t, 1H), 7.1 (d, 2H) 6.6 (d, 1H), 3.9-3.7 (m, 3H) 3.69-3.57 (m, 8H), 2.9 (t, 2H), 1.7 (d, 3H).

Sources & evidence

ORD record
ord-b51015d098fa4afe893f21b5090d6c21
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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