HCID 90092689, compound → HCID 90092685, compound

HRID 1774599Notes

Reaction equation

HRID 1774599 reaction equation
Cl[C:2]1C2OCCCC=2C(C)=C(C2C(C3SC=CC=3)=NN(C)C=2C=O)C=1.[Cl:26][C:27]1[C:36]2[O:35][CH2:34][CH2:33][CH2:32][C:31]=2[C:30]([CH3:37])=[C:29]([C:38]2[C:39]([C:49]3[S:50][CH:51]=[CH:52][CH:53]=3)=[N:40][N:41]([CH3:48])[C:42]=2[CH:43]([OH:47])[C:44]([O-:46])=[O:45])[CH:28]=1>C1CCCCC1.C(OCC)(=O)C>[Cl:26][C:27]1[C:36]2[O:35][CH2:34][CH2:33][CH2:32][C:31]=2[C:30]([CH3:37])=[C:29]([C:38]2[C:39]([C:49]3[S:50][CH:51]=[CH:52][CH:53]=3)=[N:40][N:41]([CH3:48])[C:42]=2[CH:43]([OH:47])[C:44]([O:46][CH3:2])=[O:45])[CH:28]=1

Participants

4

Reactant 2

HCID 90092689HCID 90092689, compoundHCID 131734722HCID 131734722, compound

Product 1

HCID 90092685HCID 90092685, compound

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

Using the procedure described in example 1, step 5, 4-(8-chloro-5-methyl-3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-3-(thiophen-2-yl)-1H-pyrazole-5-carbaldehyde (35a) (180 mg, 0.48 mmol) is converted, after purification by preparative TLC (dichloromethane/ethyl acetate 70/30) into 2-[4-(8-chloro-5-methyl-3,4-dihydro-2H-1-benzopyran-6-yl)-1-methyl-3-(thiophen-2-yl)-1H-pyrazol-5-yl]-2-hydroxyacetate (35b) (69 mg, 0.16 mmol, 33%).

Sources & evidence

ORD record
ord-6ab11f213a1441e39098aaeb0b3867e9
Source dataset
uspto-grants-2016_02
Patent number
US09260395B2

Reaction notes

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