Trimethylaluminum → HCID 59452319, compound

HRID 2174716Notes

Reaction equation

HRID 2174716 reaction equation
C[Al](C)C.[CH3:5][N:6]1[CH2:12][CH2:11][C:10]2[CH:13]=[C:14]([NH2:17])[CH:15]=[CH:16][C:9]=2[CH2:8][CH2:7]1.C([O:20][C:21]([C:23]([NH:29][C:30]([C:32]1[S:33][C:34]([Cl:37])=[CH:35][CH:36]=1)=[O:31])([CH3:28])[CH2:24][CH2:25][O:26][CH3:27])=O)C>C1(C)C=CC=CC=1.ClCCl>[CH3:27][O:26][CH2:25][CH2:24][C:23]([NH:29][C:30]([C:32]1[S:33][C:34]([Cl:37])=[CH:35][CH:36]=1)=[O:31])([CH3:28])[C:21](=[O:20])[NH:17][C:14]1[CH:15]=[CH:16][C:9]2[CH2:8][CH2:7][N:6]([CH3:5])[CH2:12][CH2:11][C:10]=2[CH:13]=1

Participants

6

Reactant 3

HCID 16682925TrimethylaluminumHCID 21822925HCID 21822925, compoundHCID 68485636HCID 68485636, compound

Product 1

HCID 59452319HCID 59452319, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

0.60 ml of a 2M solution of trimethylaluminium in toluene are added to a mixture of 130 mg (0.738 mmol) 3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine in dichloromethane and stirred for 15 min. Then the mixture is added to 233 mg (0.729 mmol) 5-chloro-thiophene-2-carboxylic acid-N-(1-ethoxycarbonyl-3-methoxy-1-methyl-propyl)-amide and stirred for 3 days. Then it is poured onto ice water/2 N NaOH, extracted several times with ethyl acetate and dried with sodium sulphate. The crude product is purified by chromatography.

Workup

  1. stirringstirred for 3 days
  2. additionThen it is poured onto ice water/2 N NaOH
  3. extractionextracted several times with ethyl acetate
  4. dry with materialdried with sodium sulphate
  5. customThe crude product is purified by chromatography

Sources & evidence

ORD record
ord-17f97b84c6044d558eaeec195db54ba5
Source dataset
uspto-grants-2015_06
Patent number
US09062034B2

Reaction notes

Loading…