Hydrochloric Acid → HCID 58493998, compound

HRID 2360499Notes

Reaction equation

HRID 2360499 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[C:8]([O:38][CH3:39])=[C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:37])[C:16]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([C:30]([O:32]C(C)(C)C)=[O:31])[CH2:26][CH2:25]2)=[O:13])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].Cl>ClCCl.O1CCOCC1>[C:1]([C:5]1[CH:6]=[C:7]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[C:8]([O:38][CH3:39])=[C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:37])[C:16]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([C:30]([OH:32])=[O:31])[CH2:26][CH2:25]2)=[O:13])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 58493936HCID 58493936, compound

Product 1

HCID 58493998HCID 58493998, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 312751,4-DioxaneSolvent2×

Procedure

1.3 g tert-butyl 1-[2-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indol-7-ylmethyl]-piperidine-4-carboxylate are dissolved in 20 ml dichloromethane, combined with 1.04 ml of a 4 M solution of hydrogen chloride in 1,4-dioxane and stirred for 12 hours. A further 2 ml of a 4 M solution of hydrogen chloride in 1,4-dioxane is added and the mixture is stirred for a further 24 hours. The solvents are eliminated in vacuo and the residue is taken up twice in dichloromethane and this is then eliminated in vacuo. The product thus obtained is further reacted directly.

Workup

  1. stirringthe mixture is stirred for a further 24 hours
  2. customThe product thus obtained
  3. customis further reacted directly

Sources & evidence

ORD record
ord-c3c4a39e550649579607fe11a6a5f798
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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