Reserpine → HCID 68520441, compound

HRID 1171029Notes

Reaction equation

HRID 1171029 reaction equation
IC1C2N=CN=C(N)C=2NN=1.FC1C=CC([N+]([O-])=O)=CC=1.[I:22][C:23]1[C:27]2[N:28]=[CH:29][N:30]=[C:31]([NH2:32])[C:26]=2[N:25]([C:33]2[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[C:35](OC)[CH:34]=2)[N:24]=1.CO[C@@H]1[C@@H](C(OC)=O)[C@@H]2[C@@H](CN3[C@H](C2)C2NC4C=C(OC)C=CC=4C=2CC3)C[C@H]1OC(C1C=C(OC)C(OC)=C(OC)C=1)=O>C(#N)C>[I:22][C:23]1[C:27]2[N:28]=[CH:29][N:30]=[C:31]([NH2:32])[C:26]=2[N:25]([C:33]2[CH:34]=[CH:35][C:36]([N+:39]([O-:41])=[O:40])=[CH:37][CH:38]=2)[N:24]=1

Participants

6

Reactant 4

HCID 5770ReserpineHCID 9590p-FluoronitrobenzeneHCID 685196943-Iodo-1-(3-methoxy-4-nitrophenyl)-1H-pyrazolo[4,3-d]pyrimidin-7-amineHCID 178508684HCID 178508684, compound

Product 1

HCID 68520441HCID 68520441, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from 3-iodo-1H-pyrazolo[4,3-d]pyrimidin-7-amine and 1-fluoro-4-nitrobenzene as described for the preparation of 3-iodo-1-(3-methoxy-4-nitrophenyl)-1H-pyrazolo[4,3-d]pyrimidin-7-amine 1H NMR (DMSO-d6, 400 MHz) δ 8.40-8.50 (m, 3H), 7.79 (d, 2H), 7.11 (bs, 2H); RP-HPLC (Hypersil HS C18, 5 μm, 100 A, 250×4.6 mm; 5%-100% acetonitrile-0.05 M ammonium acetate over 25 min, 1 mL/min) tr 15.98 min

Sources & evidence

ORD record
ord-1d1b2b170cc24d4f818fde668d785017
Source dataset
uspto-grants-2010_11
Patent number
US07829570B2

Reaction notes

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