Triethylamine → HCID 18995933, compound

HRID 374815Notes

Reaction equation

HRID 374815 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.C(N([CH2:22][CH3:23])CC)C.Br[CH2:25][C:26]1[O:30][C:29](=[O:31])[O:28][C:27]=1[CH3:32]>CN(C=O)C>[CH3:25][C:26]1[O:30][C:29](=[O:31])[O:28][C:27]=1[CH2:32][N:2]1[N:3]=[N:4][C:5]([C:6]2[CH:11]=[C:10]([C:12]3[N:16]=[N:15][N:14]([CH2:26][C:27]4[O:28][C:29](=[O:30])[O:31][C:22]=4[CH3:23])[N:13]=3)[CH:9]=[CH:8][N:7]=2)=[N:1]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 107741414-(Bromomethyl)-5-methyl-1,3-dioxol-2-oneHCID 178420015HCID 178420015, compound

Product 1

HCID 18995933HCID 18995933, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1.0 g of 2,4-bis(5-tetrazolyl)pyridine, 1.8 ml of triethylamine and 1.83 g of 5-bromomethyl-4-methyl-1,3-dioxol-2-one in 10 ml of abs. DMF was stirred at room temperature for 5 h and then evaporated in vacuo. The residue was purified on a silica gel column (160 g) with n-heptane/ethyl.acetate, gradient 1:1 to 1:3, as eluent. 0.24 g of 11 was obtained, colorless crystals, melting point 150°-152° C. (pentane/CH2Cl2).

Workup

  1. customevaporated in vacuo
  2. customThe residue was purified on a silica gel column (160 g) with n-heptane/ethyl

Sources & evidence

ORD record
ord-fc7aa7195f6a48cfae2f18f34ab5eb3e
Source dataset
uspto-grants-1996_01
Patent number
US05482953

Reaction notes

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