Hydrochloric Acid → HCID 67056797, compound

HRID 459575Notes

Reaction equation

HRID 459575 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-bbf87017ca59426581570574b81f3240
Source dataset
uspto-grants-2007_03
Patent number
US07192968B2

Reaction notes

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