Hydrochloric Acid → HCID 11373435, compound

HRID 1765557Notes

Reaction equation

HRID 1765557 reaction equation
FC1C=C2C(=CC=1)NC=C2CCCNC1COC2=C3C(=CC=C2C1)N=CC=C3.Cl.Cl.CCOCC.Cl.Cl.[F:38][C:39]1[CH:40]=[C:41]2[C:45](=[CH:46][CH:47]=1)[NH:44][CH:43]=[C:42]2[CH2:48][CH2:49][CH2:50][N:51]([CH2:66][CH2:67][CH3:68])[CH:52]1[CH2:65][O:64][C:55]2=[C:56]3[C:61](=[CH:62][CH:63]=[C:54]2[CH2:53]1)[N:60]=[CH:59][CH:58]=[CH:57]3>C(OCC)(=O)C.O>[F:38][C:39]1[CH:40]=[C:41]2[C:45](=[CH:46][CH:47]=1)[NH:44][CH:43]=[C:42]2[CH2:48][CH2:49][CH2:50][N:51]([CH2:66][CH2:67][CH3:68])[CH:52]1[CH2:65][O:64][C:55]2=[C:56]3[C:61](=[CH:62][CH:63]=[C:54]2[CH2:53]1)[N:60]=[CH:59][CH:58]=[CH:57]3

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10953452Ether hydrochlorideHCID 11188024HCID 11188024, compoundHCID 69497631HCID 69497631, compound

Product 1

HCID 11373435HCID 11373435, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared generally following the procedure above for example 22 using N-[3-(5-fluoro-1H-indol-3-yl)propyl]-3,4-dihydro-2H-pyrano[2,3-f]quinolin-3-amine (example 27) 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-[3-(5-fluoro-1H-indol-3-yl)propyl]-N-propyl-3,4-dihydro-2H-pyrano[2,3-f]quinolin-3-amine bis-hydrochloride salt as a yellow solid: mp 134° C./dec. MS (ESI) m/z 418 [M+H]+. Elemental Analysis for C26H28FN3O·2.00 HCl·0.75 H2O; Calculated: C, 61.97; H, 6.30; N, 8.34. Found: C, 62.09; H, 6.60; N, 8.20.

Workup

  1. customThis compound was prepared generally

Sources & evidence

ORD record
ord-079e749f4ebe434abc72cfe168d757f5
Source dataset
uspto-grants-2007_06
Patent number
US07227023B2

Reaction notes

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