2-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acid → HCID 86652594, compound

HRID 718998Notes

Reaction equation

HRID 718998 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]([CH2:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[CH:45][CH:44]=1)[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[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1)=[O:20]>>[C:50]([O:49][C:46]1[CH:45]=[CH:44][C:43]([CH2:42][C@H:18]([NH:17][C:13](=[O:15])[CH2:12][O:11][NH:10][C:9]([NH:8][CH2:7][C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)=[O:16])[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]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=[CH:25][CH:24]=2)=[O:20])=[CH:48][CH:47]=1)([CH3:53])([CH3:51])[CH3:52]

Participants

3

Reactant 2

HCID 533975192-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acidHCID 67075242HCID 67075242, compound

Product 1

HCID 86652594HCID 86652594, compound

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) 67 mg (0.30 mmol) was coupled with (S)-2-amino-3-(4-tert-butoxyphenyl)-N—((S)-1,1-diethoxypropan-2-yl)-N-(naphthalen-1-ylmethyl)propanamide (Compound IV-2) 100 mg (0.20 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-564370ba4cf84a2a91357aa985d67b54
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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