5-Methylpyrazin-2-amine → 2-hydroxy-N-(5-methylpyrazin-2-yl)hexanamide

Reaction equation

[Si]([O:8][CH:9]([CH2:15][CH2:16][CH2:17][CH3:18])[C:10]([O:12]CC)=O)(C(C)(C)C)(C)C.[NH2:19][C:20]1[CH:25]=[N:24][C:23]([CH3:26])=[CH:22][N:21]=1>>[OH:8][CH:9]([CH2:15][CH2:16][CH2:17][CH3:18])[C:10]([NH:19][C:20]1[CH:25]=[N:24][C:23]([CH3:26])=[CH:22][N:21]=1)=[O:12]

Participants

Reactant 2

HCID 3132155-Methylpyrazin-2-amine

HCID 57438620Ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoate

Product 1

HCID 574386212-hydroxy-N-(5-methylpyrazin-2-yl)hexanamide

Procedure

The title compound was prepared in a manner similar to that described for Intermediate A3, starting from ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoate and 2-amino-5-methylpyrazine, 1H NMR (300 MHz, CDCl3) δ 9.46 (s, 1H), 8.98 (br s, 1H), 8.12 (s, 1H), 4.32 (m, 1H), 2.98 (d, 1H), 2.54 (s, 3H), 1.96 (m, 1H), 1.78 (m, 1H), 1.44 (m, 4H), 0.93 (t, 3H).

Sources & evidence

ORD record: ord-41b38e0a73b740f09e1cc67e76f8e31b
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143263B2

Reaction notes

Loading…