HCID 178457441, compound → HCID 178457440, compound

HRID 2169524Notes

Reaction equation

[CH2:1]([O:8][C:9]1[C:10]([C:29]([N:31]([CH2:35][CH2:36][O:37][Si](C(C)(C)C)(C)C)[CH:32]([CH3:34])[CH3:33])=[O:30])=[N:11][C:12]([CH2:16][C:17]2([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=3)[CH2:21][CH2:20][CH2:19][CH2:18]2)=[N:13][C:14]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OCCN(C(C)C)C(C1C(OCC2C=CC=CC=2)=C(O)N=C(CC2(C3C=CC(C(F)(F)F)=CC=3)CCCC2)N=1)=O>>[CH2:1]([O:8][C:9]1[C:10]([C:29]([N:31]([CH2:35][CH2:36][OH:37])[CH:32]([CH3:34])[CH3:33])=[O:30])=[N:11][C:12]([CH2:16][C:17]2([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=3)[CH2:18][CH2:19][CH2:20][CH2:21]2)=[N:13][C:14]=1[OH:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 178457441HCID 178457441, compound

HCID 178457476HCID 178457476, compound

Product 1

HCID 178457440HCID 178457440, compound

Procedure

5-(Benzyloxy)-2-((1-(3-chlorophenyl)cyclopentyl)methyl)-6-hydroxy-N-(2-hydroxyethyl)-N-isopropylpyrimidine-4-carboxamide (503) was synthesized from 5-(benzyloxy)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-2-((1-(3-chlorophenyl)cyclopentyl)methyl)-6-hydroxy-N-isopropylpyrimidine-4-carboxamide (502) following the procedure described 5-benzyloxy-2-[1-(4-trifluoromethyl-phenyl)-cyclopentylmethyl]-6-hydroxypyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (246).

Sources & evidence

ORD record: ord-79fae2eac0704b04940ba1b9ffc2030c
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045486B2

Reaction notes

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