Diisopropylamine → HCID 67058578, compound

HRID 470297Notes

Reaction equation

HRID 470297 reaction equation
[CH2:1]([N:3]1[CH2:20][CH2:19][C:5]2([CH2:9][N:8]([CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[CH2:4]1)[CH3:2].C(NC(C)C)(C)C.[F:28][C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][C:30]=1[N+:38]([O-:40])=[O:39]>ClCCl>[CH2:1]([N:3]1[CH2:20][CH2:19][C:5]2([CH2:9][N:8]([CH2:10][CH2:11][C:12]3[CH:13]=[CH:14][C:15]([NH:18][C:33](=[O:34])[C:32]4[CH:36]=[CH:37][C:29]([F:28])=[C:30]([N+:38]([O-:40])=[O:39])[CH:31]=4)=[CH:16][CH:17]=3)[CH2:7][CH2:6]2)[CH2:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 27833474-Fluoro-3-nitrobenzoyl chlorideHCID 67058632HCID 67058632, compound

Product 1

HCID 67058578HCID 67058578, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[2-(7-Ethyl-2,7-diaza-spiro[4.4]non-2-yl)-ethyl]-phenylamine from above was dissolved in dichloromethane to which was added diisopropylamine (1 ml) and the reaction was cooled in an ice bath. A solution of 4-Fluoro-3-nitro-benzoyl chloride (0.5 N, 8 ml) was added and the reaction stirred for 1 h then evaporated under reduced pressure to a yellow foam which was used as is in the next step.

Workup

  1. temperaturethe reaction was cooled in an ice bath
  2. customthen evaporated under reduced pressure to a yellow foam which

Sources & evidence

ORD record
ord-87f05349e91d4099bc3d66055f853b75
Source dataset
uspto-grants-2014_01
Patent number
US08629147B2

Reaction notes

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