Methylamine → 6-(5-Chloro-2-methoxybenzyl)-n-{(1r)-1-[(methylamino)carbonyl]propyl}-3,7-dioxo-1,4-diazepan-1-carboxamide

HRID 554787Notes

Reaction equation

HRID 554787 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][CH:19]([CH2:31][CH3:32])[C:20]([NH:22][CH2:23]C(OC(C)(C)C)=O)=[O:21])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1.Cl.C(OC(=O)CN)(C)(C)C.CN>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][C@@H:19]([C:20]([NH:22][CH3:23])=[O:21])[CH2:31][CH3:32])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1

Participants

4

Reactant 3

HCID 6329MethylamineHCID 2725036Glycine tert-butyl ester hydrochlorideHCID 76588771Tert-butyl {[2-({[6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino}acetate

Product 1

HCID 576710116-(5-Chloro-2-methoxybenzyl)-n-{(1r)-1-[(methylamino)carbonyl]propyl}-3,7-dioxo-1,4-diazepan-1-carboxamide

Procedure

Instead of the starting material compound of Example 220, that is, glycine tert-butyl ester hydrochloride, a methylamine 30% ethanol solution was used for the similar procedure as in Example 220 to obtain the title compound.

Sources & evidence

ORD record
ord-55ecc903678442df8262f08f14ba4b4a
Source dataset
uspto-grants-2011_11
Patent number
US08049006B2

Reaction notes

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