(Diethylamino)sulfur trifluoride → HCID 178448750, compound

HRID 2288796Notes

Reaction equation

HRID 2288796 reaction equation
[CH2:1]([N:5]1[C:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[N:15][CH:16]=2)=[N:8][C:7]([CH:28](O)[CH2:29][CH2:30][CH3:31])=[N:6]1)[CH2:2][CH2:3][CH3:4].C(N(S(F)(F)[F:39])CC)C>>[CH2:1]([N:5]1[C:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[N:15][CH:16]=2)=[N:8][C:7]([CH:28]([F:39])[CH2:29][CH2:30][CH3:31])=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 178448757HCID 178448757, compound

Product 1

HCID 178448750HCID 178448750, compound

Procedure

Reaction of the compound of Example 10 with DAST (diethylaminosulfur trifluoride) gave 5-[2-[5-[[1-butyl-3-(1-fluorobutyl)-1H-1,2,4-triazol-5-yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole: NMR (CDCL3) δ 0.91 (t, J=7 Hz, 3H), 0.99 (t, J=7 Hz, 3H), 1.22-1.63 (m, 4H), 1.71-2.28 (m, 4H), 4.03 (t, J=7 Hz, 2H), 4.14 (s, 2H), 5.52 (ddd, J=48, 9, and 6 Hz, 1H), 7.23 (d, J=9 Hz, 1H), 7.38-7.50 (m, 3H), 7.69 (dd, J=9 and 2 Hz, 1H), 7.80-7.88 (m, 1H), 8.53 (d, J=2 Hz, 1H); MS(EC) m/e (rel intensity) 435(100); HRMS. Calc'd. for M+H: 435.2421. Found: 435.2459.

Sources & evidence

ORD record
ord-964d8281c5424e73941afa8343f0c410
Source dataset
uspto-grants-2000_07
Patent number
US06090828

Reaction notes

Loading…