Hydrochloric Acid → phosphoric acid diethyl ester 2-[4-(3-formyl-1-phenyl-1H-indol-2-yl)-piperazin-1-yl]-ethyl ester hydrochloride

HRID 751383Notes

Reaction equation

HRID 751383 reaction equation
[CH:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4]=1[N:18]1[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][O:26][P:27](=[O:34])([O:31][CH2:32][CH3:33])[O:28][CH2:29][CH3:30])[CH2:20][CH2:19]1)=[O:2].[ClH:35]>>[ClH:35].[CH:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4]=1[N:18]1[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][O:26][P:27](=[O:34])([O:31][CH2:32][CH3:33])[O:28][CH2:29][CH3:30])[CH2:20][CH2:19]1)=[O:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 11398300phosphoric acid diethyl ester 2-[4-(3-formyl-1-phenyl-1H-indol-2-yl)piperazin-1-yl]ethyl ester

Product 1

HCID 11398299phosphoric acid diethyl ester 2-[4-(3-formyl-1-phenyl-1H-indol-2-yl)-piperazin-1-yl]-ethyl ester hydrochlorideYield 54%

Procedure

Phosphoric acid diethyl ester 2-[4-(3-formyl-1-phenyl-1H-indol-2-yl)piperazin-1-yl]ethyl ester is treated with 1M ethereal hydrochloric acid as described in Step 2 of Example 31 to obtain phosphoric acid diethyl ester 2-[4-(3-formyl-1-phenyl-1H-indol-2-yl)-piperazin-1-yl]-ethyl ester hydrochloride (54% yield) as pink powder. ESI/MS 486 (M+H); RT 2.52 min: NMR 10.15 (1H, s); 8.13 (1H, d, J=6 Hz); 7.70 (5H, m); 7.24 (2H, m); 6.96 (1H, d, J=9 Hz); 4.30 (2H, br s); 4.07 (6H, m); 3.59 (8H, br m); 1.27 (6H, t).

Sources & evidence

ORD record
ord-cae64cb3439c417f9914ea10739cde6b
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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