3-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine → HCID 67406980, compound

HRID 913548Notes

Reaction equation

HRID 913548 reaction equation
[CH:1]1([C:4]2[NH:5][C:6]3[C:11]([CH:12]=2)=[C:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=3)[CH2:3][CH2:2]1.[Br:19][C:20]1[CH:21]=[N:22][CH:23]=[C:24]([C:26]2[O:27][C:28]([CH2:31]Cl)=[N:29][N:30]=2)[CH:25]=1>>[Br:19][C:20]1[CH:25]=[C:24]([C:26]2[O:27][C:28]([CH2:31][N:5]3[C:6]4[C:11](=[C:10]([C:13]([F:14])([F:15])[F:16])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=4)[CH:12]=[C:4]3[CH:1]3[CH2:2][CH2:3]3)=[N:29][N:30]=2)[CH:23]=[N:22][CH:21]=1

Participants

3

Reactant 2

HCID 289793653-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridineHCID 674044722-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 67406980HCID 67406980, compound

Procedure

Synthesized as described in Example 4 using 2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine: 1H NMR (400 MHz, CDCl3) δ 9.05 (d, J=1.7 Hz, 1H), 8.82 (d, J=1.9 Hz, 1H), 8.39 (m, 1H), 7.69 (d, J=8.5 Hz, 1H), 7.59 (d, J=8.5 Hz, 1H), 6.52 (s, 1H), 5.80 (s, 2H), 2.06 (m, 1H), 1.19 (m, 2H), 0.92 (m, 2H); MS (ES) m/z 488 (M+1, isotope for Br) and 490 (M+1, isotope for Br).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-ab975a731b6b43df93ac9c2fc3e2fe46
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

Loading…