Benzyl 1,4-diazepane-1-carboxylate → 4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepane-1-carboxylic acid benzyl ester

HRID 1511799Notes

Reaction equation

HRID 1511799 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:19]1[C:20]([F:31])=[CH:21][N:22]=[C:23]2[C:28]=1[N:27]=[C:26]([O:29][CH3:30])[CH:25]=[CH:24]2>>[CH2:1]([O:8][C:9]([N:11]1[CH2:17][CH2:16][CH2:15][N:14]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[C:26]([O:29][CH3:30])[N:27]=3)[N:22]=[CH:21][C:20]=2[F:31])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 4384955Benzyl 1,4-diazepane-1-carboxylateHCID 454803208-Bromo-7-fluoro-2-methoxy-1,5-naphthyridine

Product 1

HCID 669536944-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepane-1-carboxylic acid benzyl ester

Procedure

According to procedure F and starting from [1,4]diazepane-1-carboxylic acid benzyl ester (commercial) and 8-bromo-7-fluoro-2-methoxy-[1,5]naphthyridine, the title compound was isolated as a brown oil (1.62 g, 51%).

Sources & evidence

ORD record
ord-d3818e8c8dab438b836bfd4ddc267bbb
Source dataset
uspto-grants-2012_07
Patent number
US08217029B2

Reaction notes

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