Triethylamine → HCID 20262398, compound

HRID 464634Notes

Reaction equation

HRID 464634 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[N:8]=[N:7][C:6]([CH2:9][O:10][CH2:11][C:12]2[NH:13][C:14]([CH3:35])=[C:15]([C:31]([O:33][CH3:34])=[O:32])[CH:16]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:24]=3[Cl:30])[C:17]=2[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:5]1.Cl[C:37]1[CH:42]=[CH:41][C:40]([S:43]([N:46]2[CH2:51][CH2:50][O:49][CH2:48][CH2:47]2)(=[O:45])=[O:44])=[CH:39][N:38]=1.C(N(CC)CC)C>ClCCl>[Cl:30][C:24]1[C:25]([Cl:29])=[CH:26][CH:27]=[CH:28][C:23]=1[CH:16]1[C:15]([C:31]([O:33][CH3:34])=[O:32])=[C:14]([CH3:35])[NH:13][C:12]([CH2:11][O:10][CH2:9][C:6]2[N:7]=[N:8][N:4]([CH2:3][CH2:2][NH:1][C:37]3[CH:42]=[CH:41][C:40]([S:43]([N:46]4[CH2:47][CH2:48][O:49][CH2:50][CH2:51]4)(=[O:45])=[O:44])=[CH:39][N:38]=3)[N:5]=2)=[C:17]1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2741474-(6-chloro-pyridine-3-sulfonyl)-morpholineHCID 70042414HCID 70042414, compound

Product 1

HCID 20262398HCID 20262398, compoundYield 20.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-(2-aminoethyl)-5-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxymethyl}tetrazole (0.33 g), 2-chloro-5-(4-morpholinylsulphonyl)pyridine (145 mg) and triethylamine (65 mg) in dichloromethane (15 ml) was heated under reflux for 2 hours, then stirred at room temperature for 16 hours and evaporated. The residue was purified by chromatography on silica (6 g) using dichloromethane plus from 0 to 5% by volume of methanol as eluant. Appropriate fractions were combined and evaporated to give the title compound (84 mg), m.p. 112°-114° C. Found: C,56.32; H,5.90; N,10.45. C31H36Cl2N8O8S requires: C,56.13; H,5.80; N,10.48%.

Workup

  1. temperatureunder reflux for 2 hours
  2. customevaporated
  3. customThe residue was purified by chromatography on silica (6 g)
  4. customevaporated

Sources & evidence

ORD record
ord-7f61f9a32cc944c8b0332f2fec1a90b7
Source dataset
uspto-grants-1985_10
Patent number
US04548935

Reaction notes

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