Pyridine → HCID 86621899, compound

HRID 1027892Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4]([N:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH2:18]2)[C:5]2[CH2:12][CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:6]=2[N:7]=1.N1C=CC=CC=1.[C:36](OC(=O)C)(=[O:38])[CH3:37]>C(Cl)(Cl)Cl>[C:36]([NH:1][C:2]1[N:3]=[C:4]([N:17]2[CH2:18][CH2:19][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:21][CH2:22]2)[C:5]2[CH2:12][CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:6]=2[N:7]=1)(=[O:38])[CH3:37]

Participants

Conditions

Temperature: 60 °C

Procedure

The product from Example 83A (20 mg, 0.051 mmol) was treated with CHCl3 (0.080 mL), pyridine (0.020 mL, 0.25 mmol), and acetic anhydride (0.006 mL, 0.061 mmol), then heated at 60° C. overnight, cooled and purified by chromatography (eluting with 9:1, 4:1 and 2:1 CH2Cl2:EtOAc) to provide the title compound. MS (M+H)+ m/z 438.

Workup

temperaturecooled
custompurified by chromatography (eluting with 9:1, 4:1 and 2:1 CH2Cl2:EtOAc)

Sources & evidence

ORD record: ord-d8bea1f420c044698819d7d668f4c8b0
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735411B2

Reaction notes

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