HCID 135875910, compound → HCID 136128514, compound

HRID 2424782Notes

Reaction equation

HRID 2424782 reaction equation
C1(N2C3N=C([C@H]4[C@H](C)CNC4)NC(=O)C=3C=N2)CCCC1.C([N:29]1[CH2:33][C@@H:32]([CH2:34][CH3:35])[C@H:31]([C:36]2[NH:37][C:38](=[O:48])[C:39]3[CH:44]=[N:43][N:42]([CH:45]([CH3:47])[CH3:46])[C:40]=3[N:41]=2)[CH2:30]1)C1C=CC=CC=1>>[CH2:34]([C@@H:32]1[CH2:33][NH:29][CH2:30][C@H:31]1[C:36]1[NH:37][C:38](=[O:48])[C:39]2[CH:44]=[N:43][N:42]([CH:45]([CH3:47])[CH3:46])[C:40]=2[N:41]=1)[CH3:35]

Participants

3

Reactant 2

HCID 135875910HCID 135875910, compoundHCID 1361284551-cyclopentyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Product 1

HCID 136128514HCID 136128514, compound

Procedure

Following the procedure for the preparation of 1-cyclopentyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one but substituting 6-[(3S,4S)-1-benzyl-4-ethylpyrrolidin-3-yl]-1-isopropyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one provided the title compound. 400 MHz 1H NMR (CD3OD) δ 8.02 (s, 1H), 5.10 (m, 1H), 3.78-3.60 (m, 3H), 3.32-3.28 (m, 1H), 3.10 (m, 1H), 2.62 (m, 1H), 1.65 (m, 1H), 1.58 (m, 1H), 1.49 (dd, J=6.6, 1.7 Hz, 6H), 0.97 (t, J=7.5 Hz, 3H). MS: (M+H m/z=276.1).

Sources & evidence

ORD record
ord-a180a900183e4fbbb2dd9b5d29dad828
Source dataset
uspto-grants-2011_06
Patent number
US07964607B2

Reaction notes

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