Sodium Iodide → HCID 22049115, compound

HRID 2088022Notes

Reaction equation

C([O-])([O-])=O.[K+].[K+].[Na+].[I-].Cl[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[F:24])=[O:17].[CH3:25][CH:26]([CH3:42])[C:27]([NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH:31]=1)=[O:28]>>[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:16](=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][N:39]1[CH2:40][CH2:41][CH:36]([C:32]2[CH:31]=[C:30]([NH:29][C:27](=[O:28])[CH:26]([CH3:25])[CH3:42])[CH:35]=[CH:34][CH:33]=2)[CH2:37][CH2:38]1

Participants

Reactant 4

HCID 5238Sodium Iodide

HCID 11430Potassium Carbonate

HCID 167572552-methyl-N-[3-(4-piperidyl)phenyl]propanamide

HCID 220485847-Chloro-1-(2-fluorophenyl)heptan-1-one

Product 1

HCID 22049115HCID 22049115, compound

Procedure

Prepared by Procedure K and Scheme E using K2CO3 instead of Na2CO3 and NaI instead of KI and 7-chloro-1-(2-fluorophenyl)-1-heptanone and 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide: 1H NMR (400 MHz, CDCl3), δ 8.17 (s, br, 1H), 8.06-6.88 (m, 8H), 3.08-2.94 (m, 4H), 2.62-2.48 (m, 1H), 2.48-2.38 (m, 1H) 2.38-2.15 (m, 2H), 2.02-1.92 (m, 2H), 1.84-1.77 (m, 4H), 1.77-1.66 (m, 2H), 1.62-1.46 (m, 2H), 1.46-1.29 (M, 4H), 1.21 (d, 6H, J=6.8 Hz); ESMS m/e: 453.2 (M+H)+.

Workup

customPrepared by Procedure K and Scheme E

Sources & evidence

ORD record: ord-d664add1b3414610924e3037e79ebf5f
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06727264B1

Reaction notes

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