Ammonium Hydroxide → HCID 22462783, compound

HRID 1937185Notes

Reaction equation

HRID 1937185 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[C:16]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:20][CH:19]=3)=[C:15]([C:32]3[CH:37]=[CH:36][C:35]([O:38][CH2:39][CH2:40][CH2:41][C:42]#[N:43])=[CH:34][CH:33]=3)[S:14][C:13]=2[CH:44]=1)C1C=CC=CC=1.[NH4+].[OH-]>C(Cl)(Cl)Cl>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[C:16]([CH2:17][C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:22][CH:23]=3)=[C:15]([C:32]3[CH:33]=[CH:34][C:35]([O:38][CH2:39][CH2:40][CH2:41][C:42]#[N:43])=[CH:36][CH:37]=3)[S:14][C:13]=2[CH:44]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 22462666HCID 22462666, compound

Product 1

HCID 22462783HCID 22462783, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

By essentially following the proceedure described in Example 8, Part F, the title compound was prepared as an oil starting from 6-benzyloxy-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]-2-[4-(3-cyanopropyloxy)phenyl]benzo[b]thiophene (Part E) in 71% yield following radial chromatography (SiO2; 1.0% in CHCl3 sat'd with NH4OH).

Sources & evidence

ORD record
ord-0241fbbae28443098a6db9d102e1181f
Source dataset
uspto-grants-2002_05
Patent number
US06391901B1

Reaction notes

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