HCID 178457441, compound → HCID 178457445, compound

HRID 2169491Notes

Reaction equation

HRID 2169491 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:36]([N:38]([CH2:42][CH2:43][O:44][Si](C(C)(C)C)(C)C)[CH:39]([CH3:41])[CH3:40])=[O:37])=[N:11][C:12]([CH2:16][C:17]2([C:22]3[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[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:36]([N:38]([CH2:42][CH2:43][OH:44])[CH:39]([CH3:41])[CH3:40])=[O:37])=[N:11][C:12]([CH2:16][C:17]2([C:22]3[CH:23]=[C:24]([C:32]([F:33])([F:34])[F:35])[CH:25]=[C:26]([C:28]([F:31])([F:29])[F:30])[CH:27]=3)[CH2:18][CH2:19][CH2:20][CH2:21]2)=[N:13][C:14]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 178457441HCID 178457441, compoundHCID 178457481HCID 178457481, compound

Product 1

HCID 178457445HCID 178457445, compound

Procedure

5-(Benzyloxy)-2-((1-(3,5-bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-6-hydroxy-N-(2-hydroxyethyl)-N-isopropylpyrimidine-4-carboxamide (464) was synthesized form 5-(benzyloxy)-2-((1-(3,5-bis(trifluoromethyl)phenyl)cyclopentyl)methyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-6-hydroxy-N-isopropylpyrimidine-4-carboxamide (463) 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-bf3e4f815e7641f6be3afce2cc8ef8a6
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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