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4-amino-N-(2,3-dihydroxypropyl)benzenesulfonamide → 6-[cyclohexyl(methyl)amino]-N-(4-{[(2,3-dihydroxypropyl)amino]sulfonyl}phenyl)pyrimidine-4-carboxamide

HRID 1746723
Notes
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Reaction equation

HRID 1746723 reaction equation
[CH:1]1([N:7]([CH3:17])[C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([OH:16])=O)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:28][CH2:29][CH:30]([OH:33])[CH2:31][OH:32])(=[O:27])=[O:26])=[CH:21][CH:20]=1>C(Cl)Cl>[CH:1]1([N:7]([CH3:17])[C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([S:25]([NH:28][CH2:29][CH:30]([OH:33])[CH2:31][OH:32])(=[O:27])=[O:26])=[CH:21][CH:20]=3)=[O:16])[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 594469564-amino-N-(2,3-dihydroxypropyl)benzenesulfonamide2×HCID 594470776-[Cyclohexyl(methyl)amino]pyrimidine-4-carboxylic acid2×

Product 1

HCID 251827756-[cyclohexyl(methyl)amino]-N-(4-{[(2,3-dihydroxypropyl)amino]sulfonyl}phenyl)pyrimidine-4-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the general method as outlined in Example 1, starting from 6-[cyclohexyl(methyl)amino]pyrimidine-4-carboxylic acid (Intermediate 10) and 4-amino-N-(2,3-dihydroxypropyl)benzenesulfonamide (Intermediate 14), the title compound was obtained as a white solid after trituration in DCM.

Sources & evidence

ORD record
ord-cecf16a0d7494936a46bb2bbce1306ce
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09150519B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes