Methyl 1-benzylpyrrolidine-3-carboxylate → HCID 136128468, compound

HRID 2424774Notes

Reaction equation

HRID 2424774 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[N:5]=[CH:4][C:3]=1[C:12]([NH2:14])=[O:13].[CH2:15]([N:22]1[CH2:26][CH2:25][CH:24]([C:27](OC)=O)[CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([N:22]1[CH2:26][CH2:25][CH:24]([C:27]2[NH:14][C:12](=[O:13])[C:3]3[CH:4]=[N:5][N:6]([CH:7]4[CH2:11][CH2:10][CH2:9][CH2:8]4)[C:2]=3[N:1]=2)[CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 4610751Methyl 1-benzylpyrrolidine-3-carboxylateHCID 117011915-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide

Product 1

HCID 136128468HCID 136128468, compound

Procedure

Following the procedure for the preparation of 6-[(3,4-trans)-1-benzyl-4-methylpyrrolidin-3-yl]-1-(2-methoxyphenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide and methyl 1-benzylpyrrolidine-3-carboxylate provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.01 (s, 1H), 7.39-7.32 (m, 4H), 7.27-7.23 (m, 1H), 5.12-5.09 (m, 1H), 3.84 (d, J=12.4 Hz, 1H), 3.61 (d, J=12.4 Hz, 1H), 3.30-3.26 (m, 1H), 3.18-3.14 (m, 1H), 3.01 (d, J=9.9 Hz, 1H), 2.45-2.32 (m, 3H), 2.11-1.90 (m, 7H), 1.71-1.65 (m, 2H). MS: (M+H m/z=364.1).

Sources & evidence

ORD record
ord-aa14fbb3cd0241f39d12971f3b605d4b
Source dataset
uspto-grants-2011_06
Patent number
US07964607B2

Reaction notes

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