Triethylamine → HCID 21947807, compound

HRID 1830097Notes

Reaction equation

HRID 1830097 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:18]=[CH:17][C:8]2[CH2:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[CH2:12][NH:13][C:7]=2[CH:6]=1)=[O:4].[F:19][C:20]([F:38])([F:37])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][C:28]=1[CH3:36].C(N(CC)CC)C>ClCCCl>[CH3:36][C:28]1[CH:29]=[C:30]([C:31]([N:13]2[C:7]3[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:18]=[CH:17][C:8]=3[CH2:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[CH2:12]2)=[O:32])[CH:34]=[CH:35][C:27]=1[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:20]([F:19])([F:37])[F:38]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21947828HCID 21947828, compoundHCID 22053625HCID 22053625, compound

Product 1

HCID 21947807HCID 21947807, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a solution of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-8-carboxylic acid methyl ester of Step B (1.64 g) in 1,2-dichloroethane (25 mL) was added 4-(2-trifluoromethylphenyl)-3-methylbenzoyl chloride (2.0 g, 1.1 eq) prepared in the manner of Example 1, Step D and triethylamine (1.0 g) and the mixture was stirred at room temperature overnight. The solvent was then removed in vacuo and the residue chromatographed on silica gel eluting with 10% ethyl acetate in petroleum ether to provide the title compound as a white crystalline solid, m.p. 180–182° C.

Workup

  1. customThe solvent was then removed in vacuo
  2. customthe residue chromatographed on silica gel eluting with 10% ethyl acetate in petroleum ether

Sources & evidence

ORD record
ord-647f45a1c7cf4d80bf8ac015b4ba5c0f
Source dataset
uspto-grants-2006_06
Patent number
US07064120B2

Reaction notes

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