Triethylamine → HCID 10289049, compound

HRID 1244708Notes

Reaction equation

HRID 1244708 reaction equation
FC(F)(F)C(O)=O.[NH2:8][C@H:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][C@@H:10]1[NH:18][C:19]([C:21]1[NH:25][C:24]2[C:26]([Cl:30])=[C:27]([Cl:29])[S:28][C:23]=2[CH:22]=1)=[O:20].[CH3:31][CH2:32][N:33]([CH2:36]C)[CH2:34][CH3:35].[N-:38]=[C:39]=[O:40].CCOC(C)=O>C1COCC1>[Cl:29][C:27]1[S:28][C:23]2[CH:22]=[C:21]([C:19]([NH:18][C@H:10]3[CH2:11][C:12]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[C@@H:9]3[NH:8][C:39]([N:38]3[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]3)=[O:40])=[O:20])[NH:25][C:24]=2[C:26]=1[Cl:30]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 105034IsocyanateHCID 69546008HCID 69546008, compound

Product 1

HCID 10289049HCID 10289049, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-yl]-2,3-dichloro-4H-thieno[3,2-b]pyrrole-5-carboxamide trifluoroacetic acid salt (0.5 mmol) and Et3N (1.0 mmol) were dissolved in dry THF (5 mL), the appropriate isocyanate (1.0 mmol) was added and the reaction stirred at ambient temperature for 20 hours. EtOAc (15 mL) was added and the mixture washed with water (2×5 mL) brine (5 mL), dried (MgSO4) and the volatiles removed by evaporation under reduced pressure to give the title compound as a foam.

Workup

  1. washthe mixture washed with water (2×5 mL) brine (5 mL)
  2. dry with materialdried (MgSO4)
  3. customthe volatiles removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-e8c154fa0d6b446697511d44bee09b63
Source dataset
uspto-grants-2006_10
Patent number
US07122567B2

Reaction notes

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