Triethylamine → HCID 58961570, compound

HRID 916955Notes

Reaction equation

HRID 916955 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=3[Cl:33])=[N:10][C:11]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=3)=[C:12]([CH:16]=2)[C:13](Cl)=[O:14])=[CH:4][CH:3]=1.Cl.[CH2:35]([NH2:37])[CH3:36].C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=3[Cl:33])=[N:10][C:11]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=3)=[C:12]([CH:16]=2)[C:13]([NH:37][CH2:35][CH3:36])=[O:14])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11198Ethylamine hydrochlorideHCID 87824249HCID 87824249, compound

Product 1

HCID 58961570HCID 58961570, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The crude acid chloride from Step A was dissolved in methylene chloride (1 mL) and treated with ethylamine hydrochloride (0.018 g; 0.217 mmol) and triethylamine (0.06 mL; 0.434 mmol) then stirred at room temperature for 1 h. The volatiles were removed in vacuo and purified by MPLC (silica gel; 0-50% ethyl acetate:hexane gradient) to afford the desired product: m/e=534 (M+2); Rt=4.57 min on LCMS.

Workup

  1. customThe volatiles were removed in vacuo
  2. custompurified by MPLC (silica gel; 0-50% ethyl acetate:hexane gradient)

Sources & evidence

ORD record
ord-689d89be693847128c56b63a59f5ad68
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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