Benzophenone imine → HCID 118223425, compound

HRID 2200090Notes

Reaction equation

HRID 2200090 reaction equation
N[C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]([CH:16]3[CH2:18][CH2:17]3)=[O:15])[CH:8]=2)=[CH:4][C:3]=1[CH3:21].[C:22](=[NH:35])([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.CC([O-])(C)C.[K+].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>CC([O-])=O.CC([O-])=O.[Pd+2].O1CCOCC1>[C:22](=[N:35][C:20]1[CH:19]=[C:5]([CH:4]=[C:3]([CH3:21])[CH:2]=1)[O:6][C:7]1[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]([CH:16]2[CH2:18][CH2:17]2)=[O:15])[CH:8]=1)([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

7

Reactant 4

HCID 136809Benzophenone imineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 23665647Potassium tert-butoxideHCID 90020675HCID 90020675, compound

Product 1

HCID 118223425HCID 118223425, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 312751,4-DioxaneSolvent

Procedure

Mix the cyclopropanecarboxamide derivative obtained in Step 2 (400 mg, 1.15 mmol), benzophenone imine (624 mg, 3.45 mmol), t-BuOK (257 mg, 2.3 mmol) and 1,4-dioxane in a 250 mL flask, add Xantphos (133 mg, 0.23 mmol), Pd(OAc)2 (26 mg, 0.115 mmol). Stir the reaction under N2 at 120° C. for 15 hrs.

Workup

  1. customthe reaction under N2 at 120° C. for 15 hrs

Sources & evidence

ORD record
ord-50c06dc937b94eb68ba0370f71c38d34
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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