Ammonia → HCID 57825236, compound

HRID 1668768Notes

Reaction equation

HRID 1668768 reaction equation
II.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=3)[CH:14]=2)=[CH2:12])=[CH:7][C:6]=1[CH3:29].[NH3:30].C([O:34][CH2:35]C)(=O)C.C(#[N:39])C>C(OCC)(=O)C.[Ag]OC#N>[CH3:28][O:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[CH2:20][O:19][C:15]1[CH:14]=[C:13]([C:11]2([C:8]3[CH:9]=[CH:10][C:5]([O:4][CH3:3])=[C:6]([CH3:29])[CH:7]=3)[CH2:12][O:34][C:35]([NH2:39])=[N:30]2)[CH:18]=[CH:17][CH:16]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 807IodineHCID 21930812Acetonitrile ethyl acetateHCID 57825136HCID 57825136, compound

Product 1

HCID 57825236HCID 57825236, compound

Reagents, catalysts & solvents 2

HCID 178513473HCID 178513473, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

According to general method 2, a solution of iodine in ethyl acetate was added to a mixture of 1-methoxy-4-{1-[3-(3-methoxy-benzyloxy)-phenyl]-vinyl}-2-methyl-benzene (400 mg, 1.11 mmol) and silver cyanate in ethyl acetate/acetonitrile. The crude product of this reaction was subsequently reacted with aqueous ammonia (30% by vol). Purification by preparative HPLC yield 181 mg of product (39%).

Workup

  1. customPurification by preparative HPLC yield 181 mg of product (39%)

Sources & evidence

ORD record
ord-3f866a539ba24e5482bceb73622b24f8
Source dataset
uspto-grants-2011_08
Patent number
US07989449B2

Reaction notes

Loading…