1-Chloro-4-iodobenzene → HCID 51033890, compound

HRID 1623467Notes

Reaction equation

HRID 1623467 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](I)=[CH:4][CH:3]=1.[CH:9]([NH:12][C:13](=[O:38])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:22](=[O:31])[C:23]#[C:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:15]=1)([CH3:11])[CH3:10]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[C:24](=[C:23]2/[C:22](=[O:31])[N:21]([CH2:20][C:16]3[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=3)[C:13]([NH:12][CH:9]([CH3:11])[CH3:10])=[O:38])[C:32]3[C:33]/2=[CH:34][CH:35]=[CH:36][CH:37]=3)/[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:4][CH:3]=1

Participants

3

Procedure

The title compound was prepared in analogy to Example 5 starting from 1-chloro-4-iodo-benzene (commercially available) and N-isopropyl-3-{[phenyl-(3-phenyl-propynoyl)-amino]-methyl}-benzamide. 1H NMR (CDCl3, 300 MHz) δppm 7.74 (s, 1H), 7.60 (d, 1H), 7.26-7.43 (m, 10H), 7.07 (dt, 2H), 6.70 (t, 1H), 6.68 (d, 1H), 6.53 (d, 1H), 5.99 (d, 1H), 4.94 (s, 2H), 4.26 (m, 1H), 1.26 (s, 3H), 1.24 (s, 3H).

Sources & evidence

ORD record
ord-9644ee55293c4a3f8ef94e64c322ce4f
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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