1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 58922449, compound

HRID 639163Notes

Reaction equation

[F:1][C:2]([F:22])([F:21])/[C:3](/[NH:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=1)=[CH:4]\[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:23](/[C:25](=[CH:31]/[C:32]1[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=1)/[C:26]([O:28][CH2:29][CH3:30])=[O:27])#[N:24].N12CCCN=C1CCCCC2>O1CCOCC1>[NH2:24][C:23]1[N:10]([C:11]2[CH:12]=[N:13][CH:14]=[C:15]([C:17]([F:18])([F:19])[F:20])[CH:16]=2)[C:3]([C:2]([F:1])([F:21])[F:22])=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:31]([C:32]2[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=2)[C:25]=1[C:26]([O:28][CH2:29][CH3:30])=[O:27]

Participants

Conditions

Temperature: 85 °C

Procedure

Under Argon, the compound of Example 29A (180 mg, 0.40 mmol) and the compound of Example 28A (90.36 mg, 0.40 mmol) are dissolved in dioxane (5 ml). 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (6.08 mg, 0.04 mmol) is added, and the resulting solution is stirred at 85° C. overnight. The crude mixture is cooled to room temperature and purified directly by preparative HPLC.

Workup

custompurified directly by preparative HPLC

Sources & evidence

ORD record: ord-11a1ce662a8440059ba20db1cd377a3b
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07691854B2

Reaction notes

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