4-cyano-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran → 4-Cyano-4-[3-[4-(3,5-dimethylpyrazol-1-yl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran

HRID 1108108Notes

Reaction equation

HRID 1108108 reaction equation
[C:1]([C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([S:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4C=CN=[C:24]4[CH3:28])=[CH:19][CH:18]=3)[CH:11]=2)[CH2:8][CH2:7][O:6][CH:5](C)[CH2:4]1)#[N:2].[CH3:29][C:30]1[CH:34]=C(C)N(C2C=CC(I)=CC=2)[N:31]=1.C(C1(C2C=CC=C(S[Si](C(C)C)(C(C)C)C(C)C)C=2)CCOCC1)#N.C(C1(C2C=CC=C(S[Si](C(C)C)(C(C)C)C(C)C)C=2)CCOC(C)C1)#N>>[C:1]([C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([S:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[C:24]([CH3:28])=[CH:29][C:30]([CH3:34])=[N:31]4)=[CH:19][CH:18]=3)[CH:11]=2)[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)#[N:2]

Participants

5

Reactant 4

HCID 113608724-cyano-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyranHCID 187863134-(3,5-Dimethylpyrazol-1-yl)phenyl iodideHCID 18786333(2SR,4RS)-4-cyano-2-methyl-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyranHCID 18786347(2SR,4RS)-4-cyano-2-methyl-4-[3-[4-(2-methylimidazol-1-yl) phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran

Product 1

HCID 187863174-Cyano-4-[3-[4-(3,5-dimethylpyrazol-1-yl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran

Procedure

The titled compound was prepared according to the procedure described in example 29E for the preparation of (2SR,4RS)-4-cyano-2-methyl-4-[3-[4-(2-methylimidazol-1-yl) phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran using 4-(3,5-dimethylpyrazol-1-yl)phenyl iodide and 4-cyano-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran in place of 4-(2-methylimidazol-1-yl)phenyl iodide and (2SR,4RS)-4-cyano-2-methyl-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran, respectively.

Sources & evidence

ORD record
ord-9044572344b147d9b45c94d22158b026
Source dataset
uspto-grants-2000_05
Patent number
US06063928

Reaction notes

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