1-Fluoro-3-iodobenzene → HCID 44598902, compound

HRID 882764Notes

Reaction equation

HRID 882764 reaction equation
[F:1][C:2]1[CH:3]=[C:4](I)[CH:5]=[CH:6][CH:7]=1.[CH:9]1([N:13]2[CH2:19][CH2:18][CH2:17][N:16]([C:20]([C@H:22]3[CH2:26][C@H:25]([OH:27])[CH2:24][N:23]3[C:28](=[O:30])[CH3:29])=[O:21])[CH2:15][CH2:14]2)[CH2:12][CH2:11][CH2:10]1>>[CH:9]1([N:13]2[CH2:19][CH2:18][CH2:17][N:16]([C:20]([C@H:22]3[CH2:26][C@H:25]([O:27][C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=4)[CH2:24][N:23]3[C:28](=[O:30])[CH3:29])=[O:21])[CH2:15][CH2:14]2)[CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 707251-Fluoro-3-iodobenzeneHCID 44600362HCID 44600362, compound

Product 1

HCID 44598902HCID 44598902, compound

Procedure

The title compound was prepared by Preparation 1: acylation as described for Example 114; or Preparation 2: reaction of 3-fluoro-iodobenzene and (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-4-hydroxy-pyrrolidin-1-yl]-ethanone as described for Example 48. MS (ESI): mass calcd. for C22H30FN3O3, 403.23; m/z found, 404.3 [M+H]+. 1H NMR (CDCl3): 7.28-7.23 (m, 1H), 6.75-6.69 (m, 1H), 6.69-6.64 (m, 1H), 6.65-6.55 (m, 1H), 5.15-4.90 (m, 1H), 4.07 (dd, J=11.2, 4.9 Hz, 1H), 3.89-3.47 (m, 5H), 3.01-2.83 (m, 1H), 2.74-2.27 (m, 6H), 2.13-2.00 (m, 6H), 1.95-1.65 (m, 6H).

Workup

  1. customor Preparation 2

Sources & evidence

ORD record
ord-fc69c8540940463ca97e002381681a7c
Source dataset
uspto-grants-2012_08
Patent number
US08236792B2

Reaction notes

Loading…