tert-Butyl 4-(aminomethyl)benzoate → tert-butyl 4-{[({(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl}carbonyl)amino]methyl}benzoate

HRID 80583Notes

Reaction equation

HRID 80583 reaction equation
[NH2:1][CH2:2][C:3]1[CH:15]=[CH:14][C:6]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[CH:5][CH:4]=1.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([O:56][CH3:57])=[C:21]([CH:55]=1)[CH2:22][C@H:23]1[C:29](=[O:30])[N:28]([C:31](OC2C=CC=CC=2Cl)=[O:32])[CH2:27][C:26](=[O:41])[N:25](CC2C(OC)=CC(OC)=CC=2OC)[CH2:24]1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([O:56][CH3:57])=[C:21]([CH:55]=1)[CH2:22][C@H:23]1[C:29](=[O:30])[N:28]([C:31]([NH:1][CH2:2][C:3]2[CH:4]=[CH:5][C:6]([C:7]([O:9][C:10]([CH3:12])([CH3:11])[CH3:13])=[O:8])=[CH:14][CH:15]=2)=[O:32])[CH2:27][C:26](=[O:41])[NH:25][CH2:24]1

Participants

3

Reactant 2

HCID 14514888tert-Butyl 4-(aminomethyl)benzoateHCID 66935304(6R)-2-chlorophenyl 6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-4-(2,4,6-trimethoxybenzyl)-1,4-diazepan-1-carboxylate

Product 1

HCID 70815138tert-butyl 4-{[({(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl}carbonyl)amino]methyl}benzoate

Procedure

Instead of the starting material, that is, the compound S11, of Reference Example 43, tert-butyl 4-(aminomethyl)benzoate was used, and instead of (6R)-2-chlorophenyl 6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-4-(2,4,6-trimethoxybenzyl)-1,4-diazepan-1-carboxylate, the compound S45 was used for a similar reaction as in Reference Example 43 to obtain tert-butyl 4-{[({(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl}carbonyl)amino]methyl}benzoate (compound S47a).

Sources & evidence

ORD record
ord-2de58a39efe446148db40fede9395494
Source dataset
uspto-grants-2014_09
Patent number
US08846660B2

Reaction notes

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