Pyrrolidine → HCID 11719941, compound

HRID 550472Notes

Reaction equation

HRID 550472 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:14]2[C:9](=[N:10][CH:11]=[N:12][C:13]=2[NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[C:18]([Cl:30])[CH:17]=2)[NH:8][N:7]=1.[NH:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1>>[Cl:30][C:18]1[CH:17]=[C:16]([NH:15][C:13]2[N:12]=[CH:11][N:10]=[C:9]3[NH:8][N:7]=[C:6]([O:5][CH2:4][CH2:3][CH2:2][N:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)[C:14]=23)[CH:21]=[CH:20][C:19]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 11575912HCID 11575912, compound

Product 1

HCID 11719941HCID 11719941, compoundYield 39%

Procedure

The procedure described in Example 23 was repeated using 3-(3-chloropropoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine (prepared as described in Example 17) and pyrrolidine to give the title compound in 39% yield; NMR Spectrum: 1.66 (br s, 4H), 1.95-2.01 (m, 2H), 2.42 (br s, 4H), 2.53 (t, 2H), 4.35 (t, 2H), 5.29 (s, 2H), 7.23 (d, 1H), 7.35-7.38 (t, 1H), 7.54-7.58 (m, 2H), 7.86-7.89 (m, 2H), 8.27 (s, 1H), 8.44 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 480 (MH+).

Sources & evidence

ORD record
ord-7f1891e7c5094f03b0745ec567d9185a
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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