[7-(5,6-Dihydro-4H-pyran-2-yl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester → [4-Methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-carbamic acid methyl ester

HRID 1582162Notes

Reaction equation

HRID 1582162 reaction equation
[CH3:1][O:2][C:3](=[O:22])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14]3[O:15][CH2:16][CH2:17][CH2:18][CH:19]=3)=[CH:12][CH:11]=[C:10]([O:20][CH3:21])[C:8]=2[N:9]=1>[Pd].ClCCl.CO.C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:22])[NH:4][C:5]1[S:6][C:7]2[C:13]([CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][O:15]3)=[CH:12][CH:11]=[C:10]([O:20][CH3:21])[C:8]=2[N:9]=1

Participants

6

Reactant 1

HCID 86588851[7-(5,6-Dihydro-4H-pyran-2-yl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester

Product 1

HCID 86588852[4-Methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-carbamic acid methyl ester

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

From [7-(5,6-dihydro-4H-pyran-2-yl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester by hydrogenation with palladium on charcoal in dichloromethane, methanol and triethylamine. ES-MS m/e (%): 323 (M+H+, 100).

Sources & evidence

ORD record
ord-11f3be1fa71e4d5789cafc1856f83e3b
Source dataset
uspto-grants-2004_05
Patent number
US06734179B2

Reaction notes

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