Oxan-4-yl methanesulfonate → HCID 56942223, compound

HRID 1046496Notes

Reaction equation

HRID 1046496 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[C:9]([C:31]3[CH:32]=[N:33][NH:34][CH:35]=3)=[N:10][N:11](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:7]=2[CH:6]=[CH:5][N:4]=1.CS(O[CH:41]1[CH2:46][CH2:45][O:44][CH2:43][CH2:42]1)(=O)=O>>[O:44]1[CH2:45][CH2:46][CH:41]([N:34]2[CH:35]=[C:31]([C:9]3[C:8]4[C:3]([O:2][CH:1]5[CH2:46][CH2:45][O:44][CH2:43][CH2:42]5)=[N:4][CH:5]=[CH:6][C:7]=4[NH:11][N:10]=3)[CH:32]=[N:33]2)[CH2:42][CH2:43]1

Participants

3

Reactant 2

HCID 11344352Oxan-4-yl methanesulfonateHCID 136352321HCID 136352321, compound

Product 1

HCID 56942223HCID 56942223, compoundYield 41%

Procedure

Prepared according to the general procedure described in example 92, by reacting 4-methoxy-3-(1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine with tetrahydro-2H-pyran-4-yl methanesulfonate to give the title compound (26.5 mg, 41% over two steps). LC-MS (Method G): m/z=300.1 [M+H]+; 3.09 min. 1H-NMR (400 MHz, DMSO): δ 13.26 (s, 1H), 8.31 (s, 1H), 8.03 (s, 1H), 7.85 (d, J=5.3, 1H), 7.08 (d, J=5.6, 1H), 4.51 (s, 1H), 4.06 (s, 3H), 4.04-3.93 (m, 2H), 3.58-3.44 (m, 2H), 2.13-1.92 (m, 4H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-71255bb3576a4aa8b493cbb4af6e501d
Source dataset
uspto-grants-2013_10
Patent number
US08569281B2

Reaction notes

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