HCID 57893474, compound → HCID 57893562, compound

HRID 1821898Notes

Reaction equation

HRID 1821898 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:11]2[NH:19][C:14]3=[CH:15][N:16]=[CH:17][CH:18]=[C:13]3[CH:12]=2)[OH:10])[CH:5]=[CH:6][C:7]=1[Cl:8]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]2[NH:19][C:14]3=[CH:15][N:16]=[CH:17][CH:18]=[C:13]3[CH:12]=2)=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 57893474HCID 57893474, compound

Product 1

HCID 57893562HCID 57893562, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(3,4-Dichlorophenyl)(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone (99 mg, 45%) was prepared as a yellow solid following the procedure described for Example 100 using (3,4-dichlorophenyl)(1H-pyrrolo[2,3-c]pyridin-2-yl)methanol (Example 113) and tetrahydrofuran as a solvent: mp 274-277° C. dec.; 1H NMR (500 MHz, DMSO-d6) δ7.24 (1H, s), 7.70 (1H, d, J=5.5 Hz), 7.87-7.95 (2H, m), 8.14 (1H, d, J=1.9 Hz), 8.22 (1H, d, J=5.6 Hz), 8.93 (1H, s), 12.50 (1H, s); ESI MS m/z 291 [C14H8Cl2N2O+H]+; HPLC (Method A) >99% (AUC), tR=17.4 min.

Sources & evidence

ORD record
ord-df71dfe3a2e94f5db0f869525042ef5a
Source dataset
uspto-grants-2009_10
Patent number
US07608627B2

Reaction notes

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