1,1'-Carbonyldiimidazole → HCID 68313470, compound

HRID 1914871Notes

Reaction equation

HRID 1914871 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([NH2:19])=[C:11]([O:17][CH3:18])[CH:12]=[C:13]([F:16])[C:14]=2[F:15])=[C:4]([F:20])[CH:3]=1.[C:21](N1C=CN=C1)(N1C=CN=C1)=[O:22]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:9]3[C:14]([F:15])=[C:13]([F:16])[CH:12]=[C:11]([O:17][CH3:18])[C:10]=3[NH:19][C:21]2=[O:22])=[C:4]([F:20])[CH:3]=1

Participants

3

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 86762192HCID 86762192, compound

Product 1

HCID 68313470HCID 68313470, compoundYield 74.4%

Procedure

Intermediate I-8a was prepared from N2-(4-bromo-2-fluoro-phenyl)-3,4-difluoro-6-methoxy-benzene-1,2-diamine (I-6a: 12.5 g, 0.036 mol) and 1,1′-carbonyldiimidazole (14.6 g, 0.0900 mol) using procedures analogous to the preparation of Intermediate (I-7a) above to afford 10 g of the product (74% yield). H1NMR (DMSO-d6, 300 MHz): δ 11.72 (s, 1H), 7.86 (dd, 1H), 7.68-7.58 (m, 2H), 7.02-6.92 (m, 1H), 3.88 (s, 3H).

Workup

  1. customanalogous to the preparation of Intermediate (I-7a) above

Sources & evidence

ORD record
ord-630b25d0915e49a8854d8c78606842dd
Source dataset
uspto-grants-2013_12
Patent number
US08614239B2

Reaction notes

Loading…