Hydrochloric Acid → HCID 67056797, compound

HRID 546522Notes

Reaction equation

HRID 546522 reaction equation
C(OC([NH:8][C@H:9]1[CH2:14][C@H:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:12][CH2:11][C@H:10]1[NH:20][C:21]([C:23]1[NH:24][C:25]2[C:30]([CH:31]=1)=[CH:29][C:28]([Cl:32])=[CH:27][CH:26]=2)=[O:22])=O)(C)(C)C.Cl>C(O)C>[ClH:32].[Cl:32][C:28]1[CH:29]=[C:30]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23]([C:21]([NH:20][C@@H:10]1[CH2:11][CH2:12][C@@H:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:14][C@@H:9]1[NH2:8])=[O:22])=[CH:31]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67056493HCID 67056493, compound

Product 1

HCID 67056797HCID 67056797, compoundYield 207%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

(1R*,2S*,4R*)-N2-tert-Butoxycarbonyl-N1-[(5-chloroindol-2-yl)carbonyl]-4-ethoxycarbonyl-1,2-cyclohexanediamine (1.40 g) was suspended in ethanol (8 ml), and a saturated ethanol solution (10 ml) of hydrochloric acid was added at room temperature to stir the mixture for 12 hours. The solvent was distilled off under reduced pressure to obtain (1R*,2S*,4R*)-N1-[(5-chloroindol-2-yl)carbonyl]-4-ethoxycarbonyl-1,2-cyclohexanediamine hydrochloride (1.25 g) as a colorless solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-3058c7bd5bc1428b99fb977fb659df54
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

Loading…