Pyrrolidine → HCID 11554101, compound

HRID 550478Notes

Reaction equation

HRID 550478 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[C:13]2[C:8](=[N:9][CH:10]=[N:11][C:12]=2[NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[C:17]([CH3:29])[CH:16]=2)[NH:7][N:6]=1.[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>>[CH3:29][C:17]1[CH:16]=[C:15]([NH:14][C:12]2[N:11]=[CH:10][N:9]=[C:8]3[NH:7][N:6]=[C:5]([O:4][CH2:3][CH2:2][N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)[C:13]=23)[CH:20]=[CH:19][C:18]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 11640177HCID 11640177, compound

Product 1

HCID 11554101HCID 11554101, compoundYield 40%

Procedure

The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-[3-methyl-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine (prepared as described in Example 14) and pyrrolidine to give the title compound in 40% yield; NMR Spectrum: 1.66 (s, 4H), 2.25 (s, 3H), 2.54 (s, 4H), 2.86 (t, 2H), 4.40 (t, 2H), 5.19 (s, 2H), 6.97 (d, 1H), 7.34 (t, 1H), 7.44 (s+d, 2H), 7.54 (d, 1H), 7.84 (t, 1H), 8.23 (s, 1H), 8.49 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 446 (MH+).

Sources & evidence

ORD record
ord-b23ab3acf2a74131a28a94f3782c5fbb
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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