HCID 86643349, compound → HCID 86643347, compound

HRID 1948386Notes

Reaction equation

HRID 1948386 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[NH:18][C:19]([CH3:24])=[C:20]([Cl:23])[C:21]=2[Cl:22])=[O:16])[CH:10]([N:25]=[N+:26]=[N-:27])[CH2:9]1)=O)(C)(C)C>Cl.CO>[ClH:22].[N:25]([C@H:10]1[C@@H:11]([NH:14][C:15]([C:17]2[NH:18][C:19]([CH3:24])=[C:20]([Cl:23])[C:21]=2[Cl:22])=[O:16])[CH2:12][CH2:13][NH:8][CH2:9]1)=[N+:26]=[N-:27]

Participants

4

Reactant 1

HCID 86643349HCID 86643349, compound2×

Product 1

HCID 86643347HCID 86643347, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

tert-butyl-3-azido-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidine-1-carboxylate (Intermediate 271, 967 mg; 2.3 mmol) was dissolved in 4N HCl in dioxanes (20 ml) and methanol (10 ml). The solution was stirred for 2 hours and monitored by LC/MS. Upon completion the solvent was removed and the crude reaction mixture was azeotroped with methanol to remove excess HCl. No further purification. LC/MS (ES+)[(M+H)+]: 317, 319 for C11H14Cl2N6O.

Workup

  1. customUpon completion the solvent was removed
  2. customthe crude reaction mixture
  3. customwas azeotroped with methanol
  4. customto remove excess HCl
  5. customNo further purification

Sources & evidence

ORD record
ord-bbc6b3177aca467da3dd6bf69beaec36
Source dataset
uspto-grants-2013_03
Patent number
US08399489B2

Reaction notes

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