Dimethylformamide → HCID 18995930, compound

HRID 374816Notes

Reaction equation

HRID 374816 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[C:10]([C:12]3[NH:16][N:15]=[N:14][N:13]=3)[CH:9]=[CH:8][N:7]=2)=[N:4][N:3]=[N:2]1.[CH2:17]([N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH3:18].Cl.Cl[CH2:26][C:27]([N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1)=O.CN(C=[O:39])C>CCOCC>[O:39]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][N:2]2[N:3]=[N:4][C:5]([C:6]3[CH:11]=[C:10]([C:12]4[N:16]=[N:15][N:14]([CH2:26][CH2:27][N:29]5[CH2:34][CH2:33][O:32][CH2:31][CH2:30]5)[N:13]=4)[CH:9]=[CH:8][N:7]=3)=[N:1]2)[CH2:17][CH2:18]1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 19965584HCID 19965584, compoundHCID 178420015HCID 178420015, compound

Product 1

HCID 18995930HCID 18995930, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 0.5 g of 2,4-bis(5-tetrazolyl)pyridine, 1.2 ml of triethylamine and 0.8 g of N-(2-chloroacetyl)-morpholine hydrochloride in 5 ml of abs. DMF was stirred at room temperature for 5 days, then diluted with ether and filtered, and the filtrate was evaporated in vacuo. The residue was purified by chromatography on a silica gel column (100 g) with CH2Cl2 /methanol 40:1 as eluent. 214 g of 13 were obtained as a colorless viscous oil.

Workup

  1. filtrationfiltered
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was purified by chromatography on a silica gel column (100 g) with CH2Cl2 /methanol 40:1 as eluent

Sources & evidence

ORD record
ord-db97fd26f18e46158a8c122bd8744eaa
Source dataset
uspto-grants-1996_01
Patent number
US05482953

Reaction notes

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