HCID 59471702, compound → HCID 59471970, compound

HRID 2204809Notes

Reaction equation

HRID 2204809 reaction equation
N1([S:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]=[C:16]([C:21]4[O:22][C:23]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)=[N:24][N:25]=4)[C:17]([NH2:20])=[N:18][CH:19]=3)=[CH:10][CH:9]=2)(=[O:7])=O)CCC1.[C:32]1(C2OC(C3C(N)=NC=C(C4C=CC=CC=4C4C=CC=CC=4)N=3)=NN=2)[CH:37]=CC=C[CH:33]=1.C(SC1C=CC=CC=1C1N=C(C2OC(C3C=CC=CC=3)=NN=2)C(N)=NC=1)C.O1C(C2C=CC=CC=2C2N=C(C3OC(C4C=CC=CC=4)=NN=3)C(N)=NC=2)=CN=C1.C(S(C1C=CC=CC=1C1N=C(C2OC(C3C=CC=CC=3)=NN=2)C(N)=NC=1)(=O)=O)(C)C>>[CH:32]([S:5]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:15]=[C:16]([C:21]3[O:22][C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[N:24][N:25]=3)[C:17]([NH2:20])=[N:18][CH:19]=2)=[CH:12][CH:13]=1)=[O:7])([CH3:37])[CH3:33]

Participants

6

Reactant 5

HCID 59471702HCID 59471702, compoundHCID 59471708HCID 59471708, compoundHCID 59471886HCID 59471886, compoundHCID 59471915HCID 59471915, compoundHCID 59472239HCID 59472239, compound

Product 1

HCID 59471970HCID 59471970, compound

Procedure

Compound IA-112 5-[4-(azetidin-1-ylsulfonyl)phenyl]-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine 1H NMR (400.0 MHz, CDCl3) d 2.0-2.2 (m, 2H), 3.0-3.2 (m, 2H), 3.83-3.9 (m, 4H), 7.6-7.7 (m, 3H), 8.05 (d, 2H), 8.25-8.3 (m, 4H) and 8.85 (s, 1H) ppm; MS (ES+) 435.2 Compound IA-134 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-5-(2-phenylphenyl)pyrazin-2-amine 1H NMR (400 MHz, DMSO) d 7.2-7.28 (2H, m), 7.3-7.35 (1H, m), 7.45-7.5 (1H, m), 7.55-7.6 (3H, m), 7.65-7.7 (3H, m), 7.75-7.8 (1H, m), 7.72 (1H,$) and 8.1-8.15 (2H, m) ppm; MS (ES+) 392.3 Compound IA-184 5-(2-ethylsulfanylphenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine 1H NMR (400.0 MHz, CDCl3) d 1.25 (t, 3H), 3.95 (q, 2H), 7.4-7.5 (m, 2H), 7.5-7.65 (m, 5H), 8.25 (d, 2H) and 8.6 (s, 1H) ppm; MS (ES+) 376.2 Compound IA-207 5-(2-oxazol-5-ylphenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine 1H NMR (400.0 MHz, DMSO) d 7.6-7.8 (m, 9H), 8.1-8.13 (m, 2H), 8.15 (s, 1H) and 8.18 (s, 1H) ppm; MS (ES+) 383.1 Compound IA-229 5-(2-isopropylsulfonylphenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine 1H NMR (400.0 MHz, CDCl3) d 1.35 (d, 6H), 3.4-3.5 (m, 1H), 7.0 (br s, 2H), 7.4-7.45 (m, 2H), 7.5-7.65 (m, 5H), 8.2-8.25 (m, 2H) and 8.55 (s, 1H) ppm; MS (ES+) 390.2

Sources & evidence

ORD record
ord-e546a9d87ad545cc8f712223cba7aac4
Source dataset
uspto-grants-2016_06
Patent number
US09365557B2

Reaction notes

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