Hydrochloric Acid → HCID 11486499, compound

HRID 1765555Notes

Reaction equation

HRID 1765555 reaction equation
FC1C=C2C(=CC=1)NC=C2CCC1C2=C3C(=CC=C2OCC1N)N=CC=C3.Cl.Cl.CCOCC.Cl.Cl.[F:37][C:38]1[CH:39]=[C:40]2[C:44](=[CH:45][CH:46]=1)[NH:43][CH:42]=[C:41]2[CH2:47][CH2:48][N:49]([CH2:64][CH2:65][CH3:66])[CH:50]1[CH2:63][O:62][C:61]2[C:52](=[C:53]3[C:58](=[CH:59][CH:60]=2)[N:57]=[CH:56][CH:55]=[CH:54]3)[CH2:51]1>C(OCC)(=O)C.O>[F:37][C:38]1[CH:39]=[C:40]2[C:44](=[CH:45][CH:46]=1)[NH:43][CH:42]=[C:41]2[CH2:47][CH2:48][N:49]([CH2:64][CH2:65][CH3:66])[CH:50]1[CH2:63][O:62][C:61]2[C:52](=[C:53]3[C:58](=[CH:59][CH:60]=2)[N:57]=[CH:56][CH:55]=[CH:54]3)[CH2:51]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10953452Ether hydrochlorideHCID 69497649HCID 69497649, compoundHCID 86595760HCID 86595760, compound

Product 1

HCID 11486499HCID 11486499, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared generally following the procedure above for example 22 using N-[2-(5-fluoro-1H-indol-3-yl)ethyl-2,3-dihydro-1H-pyrano[3,2-f]quinolin-2-amine (example 25) as starting material. It was converted to the HCl salt by dissolution in ethyl acetate and addition of 1M HCl/Et2O (2.4 eq) to generate N-[2-(5-fluoro-1H-indol-3-yl)ethyl]-N-propyl-2,3-dihydro-1H-pyrano[3,2-f]quinolin-2-amine bis-hydrochloride salt as a yellow solid: mp 67° C. MS ESI m/z 404 [M+H]+. Elemental Analysis for C25H26FN3O·2.00 HCl·1.25 H2O; Calculated: C, 60.18; H, 6.16; N, 8.42. Found: C, 60.49; H, 6.35; N, 8.16.

Workup

  1. customThis compound was prepared generally

Sources & evidence

ORD record
ord-46f7862a46b343db91701d76da3e40f7
Source dataset
uspto-grants-2007_06
Patent number
US07227023B2

Reaction notes

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