Hydrochloric Acid → HCID 89963833, compound

HRID 1749089Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:13])[C:9](=[O:12])[N:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1.[C:14]([N:21](C)[C@H:22]([C:24](O)=[O:25])[CH3:23])(OC(C)(C)C)=O.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[ClH:61]>>[ClH:61].[CH3:11][N:10]1[C:5]2[C:6](=[N:7][C:2]([NH:1][C:24](=[O:25])[C@@H:22]([NH:21][CH3:14])[CH3:23])=[CH:3][CH:4]=2)[N:8]([CH3:13])[C:9]1=[O:12]

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 853567HCID 853567, compound

HCID 2724699PyBOP

HCID 7009590(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid

Product 1

HCID 89963833HCID 89963833, compound

Procedure

5-Amino-1,3-dimethyl-1,3-dihydro-imidazo[4,5-b]pyridin-2-one (Russian Journal of Organic Chemistry, 2007, 43, 11, 1706-1709) was treated with Boc-N-methyl-L-alanine according to the General procedure 4 (PyBop coupling) and the product of the reaction deprotected according to the General procedure 3 (HCl deprotection) to afford the title compound. 1H NMR (400 MHz, Me-d3-OD): 7.93 (1H, d), 7.48 (1H, d), 4.04 (1H, d), 3.45 (6H, s), 2.77 (3H, s), 1.64 (3H, d). MS: [M+H]+=264.

Sources & evidence

ORD record: ord-bb7bd0ac4d0d4d9e8ba0ad20419e31d3
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09155743B2

Reaction notes

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