2-Chloronicotinic acid → 5-[4-[(2-Chloropyridin-3-yl)carbonylamino]phenyl]-1H-[1,4]diazepino[2,3-f]isoquinoline-2,4(3H,5H)-dione

HRID 1049834Notes

Reaction equation

HRID 1049834 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[C:32]3[C:23](=[C:24]4[C:29](=[CH:30][CH:31]=3)[CH:28]=[N:27][CH:26]=[CH:25]4)[NH:22][C:21](=[O:33])[CH2:20][C:19]2=[O:34])=[CH:14][CH:13]=1>>[Cl:1][C:2]1[C:3]([C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[C:32]4[C:23](=[C:24]5[C:29](=[CH:30][CH:31]=4)[CH:28]=[N:27][CH:26]=[CH:25]5)[NH:22][C:21](=[O:33])[CH2:20][C:19]3=[O:34])=[CH:14][CH:13]=2)=[O:6])=[CH:7][CH:8]=[CH:9][N:10]=1

Participants

3

Reactant 2

HCID 762582-Chloronicotinic acidHCID 1176992565-(4-aminophenyl)-1H-[1,4]diazepino[2,3-f]isoquinoline-2,4(3H,5H)-dione

Product 1

HCID 716572715-[4-[(2-Chloropyridin-3-yl)carbonylamino]phenyl]-1H-[1,4]diazepino[2,3-f]isoquinoline-2,4(3H,5H)-dioneYield 87.4%

Procedure

By using 2-chloronicotinic acid (32 mg, 0.2 mmol), and 5-(4-aminophenyl)-1H-[1,4]diazepino[2,3-f]isoquinoline-2,4(3H,5H)-dione (6 mg, 0.02 mmol), the title compound (8 mg, yield 85%) was obtained as pale brown powder in the same manner as that of Example 149.

Sources & evidence

ORD record
ord-bae399606aa34e42b6efb34db69ca0fc
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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