Diethylamine → HCID 86592039, compound

HRID 1349552Notes

Reaction equation

C(N(CC)C1C=C2C(=CC=1)N(C(=O)C1C=CC(F)=CC=1)[C@@H](C)C[C@H]2N(C1C=CC(N(CC)CC)=CC=1)C(=O)CC)C.[Cl:42][C:43]1[CH:48]=[CH:47][C:46]([N:49]([C@H:54]2[C:63]3[C:58](=[CH:59][CH:60]=[C:61]([N:64]4[CH2:69][CH2:68]O[CH2:66][CH2:65]4)[CH:62]=3)[N:57]([C:70](=[O:78])[C:71]3[CH:76]=[CH:75][C:74]([F:77])=[CH:73][CH:72]=3)[C@@H:56]([CH3:79])[CH2:55]2)[C:50](=[O:53])[CH2:51][CH3:52])=[CH:45][CH:44]=1.C(NCC)C.N1CCOCC1>>[Cl:42][C:43]1[CH:44]=[CH:45][C:46]([N:49]([C@H:54]2[C:63]3[C:58](=[CH:59][CH:60]=[C:61]([N:64]([CH2:65][CH3:66])[CH2:69][CH3:68])[CH:62]=3)[N:57]([C:70](=[O:78])[C:71]3[CH:72]=[CH:73][C:74]([F:77])=[CH:75][CH:76]=3)[C@@H:56]([CH3:79])[CH2:55]2)[C:50](=[O:53])[CH2:51][CH3:52])=[CH:47][CH:48]=1

Participants

Reactant 4

HCID 8021Diethylamine

HCID 8083Morpholine

HCID 86592036HCID 86592036, compound

HCID 86592038HCID 86592038, compound

Product 1

HCID 86592039HCID 86592039, compound

Procedure

(±)-Cis-N-[6-diethylamino-1-(4-fluoro-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N(4-diethylamino-phenyl)-propionamide was made in the same way as (±)-cis-N-(4-chloro-phenyl)-N-[1-(4-fluoro-benzoyl)-2-methyl-6-morpholin-4-yl-1,2,3,4-tetrahydro-quinolin-4-yl]-propionamide except diethylamine was substituted for morpholine. The reaction was non-selective and yielded (±)-cis-N-(4-chloro-phenyl)-N-[6-diethylamino-1-(4-fluoro-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-propionamide in addition to the titled compound.

Sources & evidence

ORD record: ord-260c29e8b8a54968bba00bcd74481603
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211672B2

Reaction notes

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