Hydrochloric Acid → HCID 178428932, compound

HRID 1614586Notes

Reaction equation

HRID 1614586 reaction equation
[ClH:1].[CH3:2][C:3]1[N:8]=[C:7]2[CH2:9][CH2:10][O:11][CH2:12][C:6]2=[C:5]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[N:28]=[N:29][N:30](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:31]=3)=[CH:17][CH:16]=2)[CH:4]=1>C(O)C.CO>[ClH:1].[CH3:2][C:3]1[N:8]=[C:7]2[CH2:9][CH2:10][O:11][CH2:12][C:6]2=[C:5]([O:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:28][N:29]=[N:30][N:31]=3)=[CH:19][CH:20]=2)[CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53686328HCID 53686328, compound

Product 1

HCID 178428932HCID 178428932, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (0.75 ml) was added to a solution of 7,8-dihydro-2-methyl-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-5H-pyrano[4,3-b]pyridine (A1) (0.94 g) in ethanol (6 ml) and methanol (3 ml). The solution was left to stand for 18 hours, and the precipitated solid collected by filtration, and washed with ether to give 7,8-dihydro-2-methyl-4-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-5H-pyrano[4,3-b]-pyridine hydrochloride (0.47 g), as a white solid, m.p. 173°-175° C.; NMR (d6 -DMSO): 2.7(s,3H), 3.0(t,2H), 3.95(t,2H), 4.7(s,2H), 5.4(s,2H), 7.2(d,2H), 7.4(d,2H), 7.5-7.75 (complex m,5H); 13C NMR (d6 -DMSO): 71.0 (benzylic CH2); mass spectrum (negative fast atom bombardment (-ve FAB), DMSO/Glycerol (GLY)): 398 (M-H)- ; microanalysis, found: C,62.8; H,4.9; N,15.9; H2O, 0.9%; C23H21N5O2.HCl.0.25H2O requires C,62.7; H,5.1; N,15.9; H2O 1.0%.

Workup

  1. waitThe solution was left
  2. filtrationthe precipitated solid collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-29ece6d6c4ad449fa5db20287312dabf
Source dataset
uspto-grants-1993_03
Patent number
US05198434

Reaction notes

Loading…