Bromomethylcyclopropane → HCID 66828854, compound

HRID 1046493Notes

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.[CH:36]1([CH2:39]Br)[CH2:38][CH2:37]1>>[CH:36]1([CH2:39][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)[CH2:38][CH2:37]1

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 136352321HCID 136352321, compound

Product 1

HCID 66828854HCID 66828854, compoundYield 45%

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 cyclopropylmethyl bromide to give the title compound (21.3 mg, 45% over two steps). LC-MS (Method G): m/z=270.0 [M+H]+; 3.41 min. 1H-NMR (400 MHz, DMSO): δ 13.25 (s, 1H), 8.33 (s, 1H), 7.99 (s, 1H), 7.85 (d, J=5.7, 1H), 7.08 (d, J=5.9, 1H), 4.09-4.03 (m, 5H), 1.37-1.24 (m, 1H), 0.63-0.54 (m, 2H), 0.46-0.39 (m, 2H).

Workup

customPrepared

Sources & evidence

ORD record: ord-f6756c64beb849f2a33c650c3138e8ba
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569281B2

Reaction notes

Loading…