Lithium Hydroxide → 8-(4-Amino-6-((naphthalen-2-ylmethyl)amino)-1,3,5-triazin-2-yl)-2-((benzyloxy)carbonyl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid

HRID 1499209Notes

Reaction equation

HRID 1499209 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=2)[N:5]=[C:4]([N:20]2[CH2:44][CH2:43][C:23]3([CH2:27][N:26]([C:28]([O:30][CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[O:29])[CH:25]([C:38]([O:40]CC)=[O:39])[CH2:24]3)[CH2:22][CH2:21]2)[N:3]=1.[Li+].[OH-]>>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=2)[N:5]=[C:4]([N:20]2[CH2:21][CH2:22][C:23]3([CH2:27][N:26]([C:28]([O:30][CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[O:29])[CH:25]([C:38]([OH:40])=[O:39])[CH2:24]3)[CH2:43][CH2:44]2)[N:3]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 1179427132-Benzyl 3-ethyl 8-(4-amino-6-((naphthalen-2-ylmethyl)amino)-1,3,5-triazin-2-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate

Product 1

HCID 1179518818-(4-Amino-6-((naphthalen-2-ylmethyl)amino)-1,3,5-triazin-2-yl)-2-((benzyloxy)carbonyl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid

Procedure

Hydrolysis of 2-benzyl 3-ethyl 8-(4-amino-6-((naphthalen-2-ylmethyl)amino)-1,3,5-triazin-2-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate using the LiOH general method provided 8-(4-amino-6-((naphthalen-2-ylmethyl)amino)-1,3,5-triazin-2-yl)-2-((benzyloxy)carbonyl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid as a white solid.

Sources & evidence

ORD record
ord-bc526afead5449eb8165f52e7cac02be
Source dataset
uspto-grants-2015_12
Patent number
US09199994B2

Reaction notes

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