HCID 59134407, compound → HCID 86617188, compound

HRID 1993470Notes

Reaction equation

HRID 1993470 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[CH:8]=[C:7]3[O:13][C:14]([CH3:25])([CH3:24])[C@H:15]([OH:23])[C@@H:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:6]3=[CH:5][C:4]=2[N:3]=1>CCOCC.Cl>[ClH:1].[Cl:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[CH:8]=[C:7]3[O:13][C:14]([CH3:24])([CH3:25])[C@H:15]([OH:23])[C@@H:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:6]3=[CH:5][C:4]=2[N:3]=1

Participants

4

Reactant 1

HCID 59134407HCID 59134407, compound

Product 1

HCID 86617188HCID 86617188, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of (3R*,4S*)-7-chloro-2,2,9-trimethyl-4-pentylamino-3,4-dihydro-2H-pyrano[2,3-g]quinolin-3-ol (28 mg, 0.77 mmol) in ether (560 μL), 4 M hydrogen chloride solution in ether (56 μL) was added dropwise, and the resulting mixture was stirred at 0° C. for 15 minutes. Solid product was filtered off, washed with ether and dried to obtain the aimed product (yield: 88%).

Workup

  1. filtrationSolid product was filtered off
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-a595385262c945e18e24276641d79920
Source dataset
uspto-grants-2010_01
Patent number
US07652008B2

Reaction notes

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