Hydrochloric Acid → HCID 68585773, compound

HRID 18042Notes

Reaction equation

HRID 18042 reaction equation
Cl.[C:2]([O:7][C@@H:8]1[C@H:25](O)[C:24]2[C:23]3[N:22]([CH3:27])[C:21]4[N:20]=[C:19]5[CH:28]=[CH:29][CH:30]=[CH:31][C:18]5=[CH:17][C:16]=4[C:15](=[O:32])[C:14]=3[C:13]([O:33][CH3:34])=[CH:12][C:11]=2[O:10][C:9]1([CH3:36])[CH3:35])(=[O:6])[CH2:3][CH2:4][CH3:5]>ClCCl>[C:2]([O:7][C:8]1[C:9]([CH3:35])([CH3:36])[O:10][C:11]2[CH:12]=[C:13]([O:33][CH3:34])[C:14]3[C:15](=[O:32])[C:16]4[CH:17]=[C:18]5[CH:31]=[CH:30][CH:29]=[CH:28][C:19]5=[N:20][C:21]=4[N:22]([CH3:27])[C:23]=3[C:24]=2[CH:25]=1)(=[O:6])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131728189(+/-)-cis 1-Hydroxy-6-methoxy-3,3,14-trimethyl-7-oxo-2,3,7,14-tetrahydro-1H-benzo[b]chromeno[6,5-g][1,8]naphthyridin-2-yl butyrate

Product 1

HCID 68585773HCID 68585773, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 4 drops of a 10% solution of HCl to a solution of 0.29 mmol of the compound of Example 13 in 6 ml of dichloromethane. The reaction mixture is stirred for 3 days at ambient temperature and then dried and concentrated under reduced pressure. Chromatography of the residue on silica gel (dichloromethane/methanol gradient) allows the expected product to be isolated.

Workup

  1. customdried
  2. concentrationconcentrated under reduced pressure
  3. customto be isolated

Sources & evidence

ORD record
ord-c58c4d2699ab4fa7bc11164dc9ec05bd
Source dataset
uspto-grants-2010_06
Patent number
US07741325B2

Reaction notes

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