Hydrochloric Acid → HCID 10171895, compound

HRID 2182820Notes

Reaction equation

HRID 2182820 reaction equation
[Cl:1][C:2]1[CH:42]=[CH:41][C:5]([C:6]([C:8]2[N:12]([CH3:13])[CH:11]=[C:10]([C:14](=[O:40])[CH2:15][C:16]3[N:17]=[CH:18][N:19](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3)[CH:9]=2)=[O:7])=[CH:4][CH:3]=1.Cl>CO>[Cl:1][C:2]1[CH:42]=[CH:41][C:5]([C:6]([C:8]2[N:12]([CH3:13])[CH:11]=[C:10]([C:14]([C:15]3[NH:19][CH:18]=[N:17][CH:16]=3)=[O:40])[CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22481067HCID 22481067, compound

Product 1

HCID 10171895HCID 10171895, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2.0 g sample of 1-[5-(4-chlorobenzoyl)-1-methyl-1H-pyrrol-3-yl]-2-(1-trityl-1H-imidazol-4yl)ethanone was stirred in 50 mL of MeOH and 35 mL of 2 N HCl for 5 h. The solvent was evaporated in vacuo and the resulting residue was passed through a Biotage Flash 40L (silica gel; CH2Cl2:MeOH) to give 0.14 g of (4-chlorophenyl)-[4-(3H-imidazole-4-carbonyl)-1-methyl-1H-pyrrol-2-yl]methanone: mp.198-200° C. CI-MS m/z=314 (M++H). 1HNMR (CD3CN) δ 8.4 (ar, 1H); 7.9-7.8 (ar, 4H); 7.7 (ar, 1H); 7.6 (ar, 3H); 7.5 (ar, 1H); 4.0 (s, 3H); 2.0 (m, 2H).

Workup

  1. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-87183fd3581145ab93e403f3d5e1ce6a
Source dataset
uspto-grants-2005_05
Patent number
US06897319B2

Reaction notes

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