Hordenine → HCID 86719331, compound

HRID 1752822Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=[C:10]([S:12][CH2:13][CH2:14][OH:15])[N:11]=[C:4]2[N:3]=1.[CH3:16][N:17]([CH3:27])[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23](O)=[CH:22][CH:21]=1>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=[C:10]([S:12][CH2:13][CH2:14][O:15][C:23]3[CH:24]=[CH:25][C:20]([CH2:19][CH2:18][N:17]([CH3:16])[CH3:27])=[CH:21][CH:22]=3)[N:11]=[C:4]2[N:3]=1

Participants

Reactant 2

HCID 68313Hordenine

HCID 8179216HCID 8179216, compound

Product 1

HCID 86719331HCID 86719331, compoundYield 48%

Procedure

The title compound was prepared according to the experimentals described for Example 31 above from of 2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl sulfanyl)ethan-1-ol and N,N-dimethyltyramine in 48% yield; EM (calc.): 371.2; MS (ESI) m/e: 372.2 (M+H)+.

Sources & evidence

ORD record: ord-854557f987c54a51bb7013d0033679c1
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09163027B2

Reaction notes

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