1-Ethyl-4-(pent-4-ynyl)piperazine → 5-((Benzyloxy)methyl)-2-butyl-7-(5-(4-ethylpiperazin-1-yl)pent-1-yn-1-yl)-6-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine
Reaction equation
[CH2:1]([O:8][CH2:9][N:10]1[C:18]2[C:17]([NH2:19])=[N:16][C:15]([CH2:20][CH2:21][CH2:22][CH3:23])=[N:14][C:13]=2[C:12]([C:24]#[C:25][CH2:26][CH2:27][CH2:28][N:29]2[CH2:34][CH2:33][N:32]([CH:35](C)[CH3:36])[CH2:31][CH2:30]2)=[C:11]1[CH3:38])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCN1C2C(N)=NC(CCCC)=NC=2C(I)=C1C)C1C=CC=CC=1.C(N1CCN(CCCC#C)CC1)C>>[CH2:1]([O:8][CH2:9][N:10]1[C:18]2[C:17]([NH2:19])=[N:16][C:15]([CH2:20][CH2:21][CH2:22][CH3:23])=[N:14][C:13]=2[C:12]([C:24]#[C:25][CH2:26][CH2:27][CH2:28][N:29]2[CH2:30][CH2:31][N:32]([CH2:35][CH3:36])[CH2:33][CH2:34]2)=[C:11]1[CH3:38])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 3
Product 1
Procedure
Prepared similarly to Intermediate 17 from 5-((benzyloxy)methyl)-2-butyl-7-iodo-6-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine and 1-ethyl-4-(pent-4-yn-1-yl)piperazine (Bioorg. Med. Chem. Lett. 2011, 21(6), 1601; WO2006/105372).
Sources & evidence
- ORD record
- ord-c2ab52edf15b47009caa38f35e6a10ed
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428512B2
Reaction notes
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