Hydrochloric Acid → HCID 131726182, compound

HRID 1372463Notes

Reaction equation

HRID 1372463 reaction equation
C(OC([NH:8][C@@H:9]([C@H:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[N:28][C:29]([O:32]C)=[CH:30][CH:31]=2)=[CH:22][CH:21]=1)[CH3:19])[C:10]([N:12]1[CH2:16][CH2:15][C@H:14]([F:17])[CH2:13]1)=[O:11])=O)(C)(C)C.[ClH:34]>>[ClH:34].[NH2:8][C@@H:9]([C@H:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29](=[O:32])[NH:28][CH:27]=2)=[CH:22][CH:21]=1)[CH3:19])[C:10]([N:12]1[CH2:16][CH2:15][C@H:14]([F:17])[CH2:13]1)=[O:11]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 69372943HCID 69372943, compound

Product 1

HCID 131726182HCID 131726182, compound

Conditions

Temperature
100 °C

Procedure

The product from Step A was dissolved in 3 mL of concentrated hydrochloric acid (37%). The reaction mixture was heated at 100° C. for 48 h before it was cooled to room temperature. The water was removed azeotropically with toluene. Purification by HPLC (YMC Pro-C18 column, gradient elution, 10–90% acetonitrile/water with 0.1% concentrated hydrochloric acid) afforded the title compound. LC/MS 344.1 (M+1).

Workup

  1. temperaturewas cooled to room temperature
  2. customThe water was removed azeotropically with toluene
  3. customPurification
  4. washby HPLC (YMC Pro-C18 column, gradient elution, 10–90% acetonitrile/water with 0.1% concentrated hydrochloric acid)

Sources & evidence

ORD record
ord-4e78b540d68d44a4b16b9492d3ce8c5b
Source dataset
uspto-grants-2007_01
Patent number
US07157490B2

Reaction notes

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