Methylamine → HCID 11597061, compound

HRID 550432Notes

Reaction equation

HRID 550432 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]([Cl:29])[CH:16]=2)[NH:7][N:6]=1.[CH3:30][NH2:31]>>[Cl: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][NH:31][CH3:30])[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 6329MethylamineHCID 115028913-(2-chloroethoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Product 1

HCID 11597061HCID 11597061, compoundYield 10%

Procedure

The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine and methylamine (40% in water) to give the title compound in 10% yield; NMR Spectrum: 2.63 (s, 3H), 3.25 (t, 2H), 4.07 (t, 2H), 5.24 (s, 2H), 7.16 (d, 1H), 7.36 (t, 1H), 7.48 (d, 1H), 7.57 (d, 1H), 7.87 (t, 1H), 7.98 (s, 1H), 8.22 (s, 1H), 8.24 (br s, 1H), 8.58 (d, 1H); Mass Spectrum: 426 (MH+).

Sources & evidence

ORD record
ord-d05736050cca4a4b82a416a1219a0e57
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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