HCID 67033975, compound → HCID 69932769, compound

HRID 539045Notes

Reaction equation

HRID 539045 reaction equation
OCCN1C=NC(C2C=CC(C3C=NN4C=CC(N5[C@@H](C(C)C)COC5=O)=NC=34)=CC=2)=N1.[OH:33][CH2:34][CH2:35][N:36]1[C:40]([C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:48]=[N:49][N:50]4[CH:55]=[CH:54][C:53]([N:56]5[CH:60]([CH:61]([CH3:63])[CH3:62])[CH2:59][O:58][C:57]5=[O:64])=[N:52][C:51]=34)=[CH:43][CH:42]=2)=[N:39][CH:38]=[N:37]1>C(#N)C.O>[OH:33][CH2:34][CH2:35][N:36]1[C:40]([C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:48]=[N:49][N:50]4[CH:55]=[CH:54][C:53]([N:56]5[C@@H:60]([CH:61]([CH3:62])[CH3:63])[CH2:59][O:58][C:57]5=[O:64])=[N:52][C:51]=34)=[CH:43][CH:42]=2)=[N:39][CH:38]=[N:37]1

Participants

4

Reactant 2

HCID 67033975HCID 67033975, compoundHCID 68089085HCID 68089085, compound

Product 1

HCID 69932769HCID 69932769, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

A crude mixture of (S)-3-(3-(4-(1-(2-hydroxyethyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one and S)-3-(3-(4-(1-(2-hydroxyethyl)-1H-1,2,4-triazol-5-yl)phenyl)pyrazolo[1,5-a]pyrimidin -5-yl)-4-isopropyloxazolidin-2-one was prepared as described in Example 58. (S)-3-(3-(4-(1-(2-hydroxyethyl)-1H-1,2,4-triazol-5-yl)phenyl)pyrazolo[1,5-a]pyrimidin -5-yl)-4-isopropyloxazolidin-2-one (6 mg, 11%) was isolated as the minor product by reverse phase preparative HPLC (5%-95% acetonitrile/water) as described in Example 58. LCMS (APCI+) m/z 434.6 [M+H]+.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-4a3c4deb8a2949af9024a2bc2ae11b75
Source dataset
uspto-grants-2014_10
Patent number
US08865726B2

Reaction notes

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