Hydrochloric Acid → HCID 178441721, compound

HRID 1182817Notes

Reaction equation

HRID 1182817 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]3[C:20](=[O:51])[N:21]([C:30]4[N:35]=[CH:34][C:33]([O:36][CH:37]5[CH2:42][CH2:41][CH:40]([O:43][Si](C(C)(C)C)(C)C)[CH2:39][CH2:38]5)=[CH:32][N:31]=4)[C:22]([CH3:29])=[N:23][C:24]=3[CH2:25][CH2:26][CH2:27][CH3:28])=[CH:14][CH:13]=2)=[N:4][N:3]=[N:2]1.Cl>>[NH:4]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]3[C:20](=[O:51])[N:21]([C:30]4[N:35]=[CH:34][C:33]([O:36][CH:37]5[CH2:38][CH2:39][CH:40]([OH:43])[CH2:41][CH2:42]5)=[CH:32][N:31]=4)[C:22]([CH3:29])=[N:23][C:24]=3[CH2:25][CH2:26][CH2:27][CH3:28])=[CH:14][CH:13]=2)=[N:1][N:2]=[N:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178441722HCID 178441722, compound2×

Product 1

HCID 178441721HCID 178441721, compound

Procedure

To the ethanol (1 mL) solution of 5-{[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-6-butyl-3-{5-[4-(tert-butyldimethylsilyloxy)cyclohexyloxy]pyrimidin-2-yl}-2-methylpyrimidin-4 (3H)-one (38 mg, 0.054 mmol), conc. HCl (30 mg, 0.823 mmol) was added and stirred at room temperature for 1 hr. The reaction mixture was concentrated in vacuo, and the resulting residues were subjected to silica gel column chromatography (chloroform:methanol=5:1) to obtain 5-{[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-6-butyl-3-[5-(4-hydroxycyclohexyloxy)pyrimidin-2-yl]-2-methylpyrimidin-4 (3H)-one.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-fff5bfa3b1b045d7a2f0cd8018d33422
Source dataset
uspto-grants-2014_03
Patent number
US08664226B2

Reaction notes

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