(Bromomethyl)cyclobutane → HCID 56942078, compound

HRID 1046491Notes

Reaction equation

HRID 1046491 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.Br[CH2:37][CH:38]1[CH2:41][CH2:40][CH2:39]1>>[CH:38]1([CH2:37][N:34]2[CH:35]=[C:31]([C:9]3[C:8]4[C:3]([O:2][CH3:1])=[N:4][CH:5]=[CH:6][C:7]=4[NH:11][N:10]=3)[CH:32]=[N:33]2)[CH2:41][CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 2734658(Bromomethyl)cyclobutaneHCID 136352321HCID 136352321, compound

Product 1

HCID 56942078HCID 56942078, compoundYield 64%

Procedure

Prepared according to the general procedure described in Example 86 by reacting 4-methoxy-3-(1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine with (bromomethyl)cyclobutane to give the title compound (39.6 mg, 64% over two steps). LC-MS (Method G): m/z=284.1 [M+H]+; 3.72 min. 1H-NMR (400 MHz, DMSO): δ 13.73 (s, 1H), 8.13 (s, J=1.4, 1H), 8.04 (dd, J=8.0, J=1.4, 1H), 7.94 (d, J=6.0, 1H), 7.50 (d, J=8.0, 1H), 7.19 (d, J=6.0, 1H), 4.02 (s, 3H), 3.68 (s, 5H), 3.61-3.54 (m, 3H), 3.26-3.20 (m, 3H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-376abbdf439540d8abb7f1dc0a61cfb9
Source dataset
uspto-grants-2013_10
Patent number
US08569281B2

Reaction notes

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