HCID 58303866, compound → HCID 50995814, compound

HRID 1404112Notes

Reaction equation

[CH2:1]([NH:8]CCC1C2C(=CC=C(F)C=2OC)N(C)C=1)C1C=CC=CC=1.[F:24][C:25]1[CH:26]=[C:27]([CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:28]([O:38][CH3:39])=[C:29]2[C:33]=1[N:32]([CH3:34])[CH:31]=[C:30]2[CH2:35][CH2:36]O>>[F:24][C:25]1[CH:26]=[C:27]([CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:28]([O:38][CH3:39])=[C:29]2[C:33]=1[N:32]([CH3:34])[CH:31]=[C:30]2[CH2:35][CH2:36][NH:8][CH3:1]

Participants

Reactant 2

HCID 58303866HCID 58303866, compound

HCID 58304034HCID 58304034, compound

Product 1

HCID 50995814HCID 50995814, compoundYield 62%

Procedure

Following the procedure (step 6, scheme 17) used to prepare compound 17-7, compound 23-3 was used as starting material, giving compound 23-4 in 62% yield as a colorless oil, which was converted to the hydrochloride salt. 1H NMR (DMSO-d6, 300 MHz) δ (ppm) (HCl salt): 8.62 (br, 2H), 7.18-7.31 (m, 5H), 7.15 (s, 1H), 6.87 (d, J=13.4 Hz, 1H), 3.85 (d, J=1.7 Hz, 3H), 3.69 (s, 3H), 3.05-3.13 (m, 4H), 2.88 (br, 4H), 2.57 (s, 3H). LRMS: calc 340.2 found 341.1[MH]+.

Sources & evidence

ORD record: ord-44ceb402ef434bfc8704ae76a3117fc2
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912220B2

Reaction notes

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