Ammonium Chloride → HCID 66916353, compound

HRID 1873704Notes

Reaction equation

HRID 1873704 reaction equation
NC1C=CC(OC2C3C(=CC(OC)=C(C(OC(C)(C)C)=O)C=3)N=CC=2)=C(F)C=1.[Cl:29][C:30]1[CH:52]=[C:51]([N+:53]([O-])=O)[CH:50]=[CH:49][C:31]=1[O:32][C:33]1[C:42]2[C:37](=[CH:38][C:39]([O:47][CH3:48])=[C:40]([C:43]([O:45][CH3:46])=[O:44])[CH:41]=2)[N:36]=[CH:35][CH:34]=1.[Cl-].[NH4+]>[Fe].O.CO.O1CCCC1>[NH2:53][C:51]1[CH:50]=[CH:49][C:31]([O:32][C:33]2[C:42]3[C:37](=[CH:38][C:39]([O:47][CH3:48])=[C:40]([C:43]([O:45][CH3:46])=[O:44])[CH:41]=3)[N:36]=[CH:35][CH:34]=2)=[C:30]([Cl:29])[CH:52]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 66916250HCID 66916250, compoundHCID 86650697HCID 86650697, compound

Product 1

HCID 66916353HCID 66916353, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Similar to the synthesis of compound 1c, from compound 48a (111 mg), a mixture of water-methanol-tetrahydrofuran (1:1:1) (5 mL), iron powder (49.7 mg), and ammonium chloride (111 mg), compound 48b was yielded as a crude product (31.2 mg, yield: 31%). ESI-MS m/z 359, 361 (MH+)

Sources & evidence

ORD record
ord-674474cc1538456aab56a58a3517a4ca
Source dataset
uspto-grants-2012_11
Patent number
US08304427B2

Reaction notes

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