2-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acid → 1-(2-((S)-1-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-1-oxopropan-2-ylamino)-2-oxoethoxy)-3-(pyridin-4-ylmethyl)urea

HRID 1254598Notes

Reaction equation

HRID 1254598 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9](=[O:16])[NH:10][O:11][CH2:12][C:13]([OH:15])=O)=[CH:3][CH:2]=1.[NH2:17][C@@H:18]([CH3:42])[C:19]([N:21]([C@@H:33]([CH3:41])[CH:34]([O:38][CH2:39][CH3:40])[O:35][CH2:36][CH3:37])[CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]2[C:32]=1[N:31]=[CH:30][CH:29]=[CH:28]2)=[O:20]>>[CH2:36]([O:35][CH:34]([O:38][CH2:39][CH3:40])[C@@H:33]([N:21]([CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]2[C:32]=1[N:31]=[CH:30][CH:29]=[CH:28]2)[C:19](=[O:20])[C@@H:18]([NH:17][C:13](=[O:15])[CH2:12][O:11][NH:10][C:9]([NH:8][CH2:7][C:4]1[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=1)=[O:16])[CH3:42])[CH3:41])[CH3:37]

Participants

3

Reactant 2

HCID 533975192-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acidHCID 67075480(S)-2-amino-N-((S)-1,1-diethoxypropan-2-yl)-N-(quinolin-8-ylmethyl)propanamide

Product 1

HCID 866526031-(2-((S)-1-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-1-oxopropan-2-ylamino)-2-oxoethoxy)-3-(pyridin-4-ylmethyl)urea

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(3-(pyridin-4-ylmethyl)ureidooxy)acetic acid (Compound VI-10) 94 mg (0.42 mmol) was coupled with (S)-2-amino-N—((S)-1,1-diethoxypropan-2-yl)-N-(quinolin-8-ylmethyl)-propanamide (Compound IV-11) 100 mg (0.28 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-335305c9ff344fe487eff3df53c72c7f
Source dataset
uspto-grants-2013_06
Patent number
US08455488B2

Reaction notes

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