Triethylamine → HCID 131730600, compound

HRID 527384Notes

Reaction equation

HRID 527384 reaction equation
C(N(CC)CC)C.[C:8]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1)([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[CH:23]1[C:35]2[CH:34]([CH2:36][O:37][C:38](Cl)=[O:39])[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27]=2[CH:26]=[CH:25][CH:24]=1>CC#N>[C:11]([O:10][C:8]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([NH:22][C:38]([O:37][CH2:36][CH:34]2[C:33]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:27]3[C:35]2=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:39])=[CH:20][CH:21]=1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 343679-Fluorenylmethyl chloroformateHCID 688611tert-Butyl (4-aminophenyl)carbamate

Product 1

HCID 131730600HCID 131730600, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triethylamine (7.36 mL, 52.82 mmol, 1.1 eq) was added at 0° C. to a stirred solution of N-BOC-1,4-phenylene diamine (10.00 g, 48.02 mmol, 1.0 eq) in CH3CN (240 mL), followed by 9-fluorenylmethyloxycarbonyl chloride (14.90 g, 57.62 mmol, 1.2 eq). The resulting mixture was allowed to come at room temperature. After 4 hours stirring at room temperature, the reaction mixture was filtered to afford 20.60 g of the crude expected product as a white powder which was used in the next step without any further purification.

Workup

  1. customto come at room temperature
  2. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-020bef1910f4437598529018322f7b21
Source dataset
uspto-grants-2016_05
Patent number
US09346799B2

Reaction notes

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