[(5-Methyl-1,3,4-oxadiazol-2-yl)methyl]amine → HCID 46862361, compound

HRID 242506Notes

Reaction equation

C(C[CH2:4][NH:5][C:6](=[O:32])[C@@H:7]([NH:12][C:13]([N:15]1[C:19]2[CH2:20][CH2:21][O:22][CH2:23][C:18]=2[C:17]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=2)=[N:16]1)=[O:14])[C:8]([CH3:11])([CH3:10])[CH3:9])#N.NC[C:35]1[O:36][C:37]([CH3:40])=[N:38][N:39]=1>>[F:31][C:26]1[CH:25]=[C:24]([C:17]2[C:18]3[CH2:23][O:22][CH2:21][CH2:20][C:19]=3[N:15]([C:13]([NH:12][C@@H:7]([C:8]([CH3:9])([CH3:11])[CH3:10])[C:6]([NH:5][CH2:4][C:35]3[O:36][C:37]([CH3:40])=[N:38][N:39]=3)=[O:32])=[O:14])[N:16]=2)[CH:29]=[CH:28][C:27]=1[F:30]

Participants

Reactant 2

HCID 14442192[(5-Methyl-1,3,4-oxadiazol-2-yl)methyl]amine

HCID 46862252(S)-N-(1-(2-cyanoethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-3-(3,4-difluorophenyl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

Product 1

HCID 46862361HCID 46862361, compound

Procedure

Compound 113 was prepared by the procedure described for the synthesis of compound 104 by replacing 2-cyanoethylamine with 2-aminomethyl-5-methyl-1,3,4-oxadiazole. LCMS (+ESI) m/z=489.3 [M+H]+. 1H NMR (CDCl3) δ 7.90 (d, J=9.3 Hz, 1H), 7.46-7.52 (m, 1H), 7.28-7.32 (m, 1H), 7.19-7.26 (m, 1H), 6.91 (br, 1H), 4.82 (s, 2H), 4.74-4.79 (m, 1H), 4.58-4.63 (m, 1H), 4.28 (d, J=9.3 Hz, 1H), 3.94 (t, J=5.6 Hz, 2H), 3.17 (br, 2H), 2.51 (s, 3H), 1.12 (s, 9H).

Sources & evidence

ORD record: ord-ec382a75eeda42c0ad76bf26f53cc37f
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653127B2

Reaction notes

Loading…