Ethanamine, 2,2,2-trifluoro- → HCID 131712088, compound

HRID 1414032Notes

Reaction equation

HRID 1414032 reaction equation
C1(N(C2C=CC=CC=2)C([O:10][C:11]([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[NH:18][CH:17]=[C:16]3[CH2:22][CH2:23][NH:24][C:25](=[O:34])[O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=O)=O)C=CC=CC=1.[F:41][C:42]([F:46])([F:45])[CH2:43][NH2:44]>>[F:41][C:42]([F:46])([F:45])[CH2:43][NH:44][C:11]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[C:16]2[CH2:22][CH2:23][NH:24][C:25](=[O:34])[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:10]

Participants

3

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 86737511HCID 86737511, compound

Product 1

HCID 131712088HCID 131712088, compound

Conditions

Temperature
100 °C

Procedure

A mixture of [2-[5-[[[(diphenylamino)carbonyl]oxy]carbonyl]-1H-indol-3-yl]ethyl]carbamic acid, phenylmethyl ester (0.5 g) and 2,2,2-trifluoroethylamine (0.4 ml) was heated at 100° C. for 10 mins. in an autoclave. The mixture was cooled in an ice bath and triturated with cyclohexane (70 ml) to give a cream solid (0.3 g) which was crystallised from ethyl acetate and cyclohexane to give the title compound as an off-white crystalline solid (0.2 g) m.p. 138°-140° C.

Workup

  1. temperatureThe mixture was cooled in an ice bath
  2. customtriturated with cyclohexane (70 ml)

Sources & evidence

ORD record
ord-25caf5f1e45544a3994c33c15232d5fd
Source dataset
uspto-grants-1981_02
Patent number
US04252803

Reaction notes

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