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1,3-Dibromopropane → 2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9-{3-[(tetrahydro-2-furanylmethyl)amino]propyl}-9H-purin-6-amine

HRID 2036351
Notes
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Reaction equation

HRID 2036351 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:25][CH3:26])[N:12]2[CH2:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]2[CH2:24][CH2:23][CH2:22][O:21]2)=[C:8]([NH2:27])[N:7]=1)[CH2:2][CH2:3][CH3:4].F[C:29](F)(F)C(O)=O.C[C@H](OC1NC(N)=C2C(N=1)=NC(OC)=N2)CCC.BrCCCBr.O1CCCC1CN>>[CH3:29][C@H:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:25][CH3:26])[N:12]2[CH2:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]2[CH2:24][CH2:23][CH2:22][O:21]2)=[C:8]([NH2:27])[N:7]=1)[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 80011,3-DibromopropaneHCID 253298TetrahydrofurfurylamineHCID 672115702-(Butyloxy)-8-(methyloxy)-9-{3-[(tetrahydro-2-furanylmethyl)amino]propyl}-9H-purin-6-amineHCID 178448285HCID 178448285, compound

Product 1

HCID 672115022-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-9-{3-[(tetrahydro-2-furanylmethyl)amino]propyl}-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 15 from 2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate, 1,3-dibromopropane, and (tetrahydro-2-furanylmethyl)amine.

Sources & evidence

ORD record
ord-9db1146f132745edb77857b2e2c0080f
Source dataset
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08575181B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes