Hydrochloric Acid → HCID 11293369, compound

HRID 1765559Notes

Reaction equation

HRID 1765559 reaction equation
FC1C=C2C(=CC=1)NC=C2CCCCNC1COC2=C3C(=CC=C2C1)N=CC=C3.Cl.Cl.CCOCC.Cl.Cl.[F:39][C:40]1[CH:41]=[C:42]2[C:46](=[CH:47][CH:48]=1)[NH:45][CH:44]=[C:43]2[CH2:49][CH2:50][CH2:51][CH2:52][N:53]([CH2:68][CH2:69][CH3:70])[CH:54]1[CH2:67][O:66][C:57]2=[C:58]3[C:63](=[CH:64][CH:65]=[C:56]2[CH2:55]1)[N:62]=[CH:61][CH:60]=[CH:59]3>C(OCC)(=O)C>[F:39][C:40]1[CH:41]=[C:42]2[C:46](=[CH:47][CH:48]=1)[NH:45][CH:44]=[C:43]2[CH2:49][CH2:50][CH2:51][CH2:52][N:53]([CH2:68][CH2:69][CH3:70])[CH:54]1[CH2:67][O:66][C:57]2=[C:58]3[C:63](=[CH:64][CH:65]=[C:56]2[CH2:55]1)[N:62]=[CH:61][CH:60]=[CH:59]3

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10953452Ether hydrochlorideHCID 11269280HCID 11269280, compoundHCID 69497620HCID 69497620, compound

Product 1

HCID 11293369HCID 11293369, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared generally following the procedure above for example 22 using N-[4-(5-fluoro-1H-indol-3-yl)butyl]-3,4-dihydro-2H-pyrano[2,3-f]quinolin-3-amine (example 29) as starting material. It was converted to the HCl salt by dissolution in ethyl acetate and addition of 1M HCl/Et2O solution (2.4 eq) to generate N-[4-(5-fluoro-1H-indol-3-yl)butyl]-N-propyl-3,4-dihydro-2H-pyrano[2,3-f]quinolin-3-amine bis-hydrochloride salt as a light brown solid: mp 164° C./dec. MS ESI m/z 432 [M+H]+.

Workup

  1. customThis compound was prepared generally

Sources & evidence

ORD record
ord-7a79ec6818e247c89c1ded8edb0e14e5
Source dataset
uspto-grants-2007_06
Patent number
US07227023B2

Reaction notes

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