Dimethylamine → HCID 72546104, compound

HRID 2280076Notes

Reaction equation

HRID 2280076 reaction equation
CC(OC1C=CC=C(OC(C)C)C=1[C:15]1[C:20](P(C2CCCCC2)C2CCCCC2)=[CH:19][CH:18]=[CH:17][CH:16]=1)C.[Li+].C[Si]([N-][Si](C)(C)C)(C)C.ClC1C=CC=C2C=1[CH:47]=[C:48]1[CH2:70][C:62]3([CH2:67][O:66][C:65]([CH3:69])([CH3:68])[O:64][CH2:63]3)[CH2:61][C:49]1=[C:50]2[C:55](=[O:60])[C:56]([CH3:59])([CH3:58])[CH3:57].CCCCCC.CCOC(C)=O.[CH3:83][NH:84][CH3:85]>C1COCC1>[CH3:83][N:84]([CH3:85])[C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:20]=1[CH:47]=[C:48]1[CH2:70][C:62]3([CH2:63][O:64][C:65]([CH3:69])([CH3:68])[O:66][CH2:67]3)[CH2:61][C:49]1=[C:50]2[C:55](=[O:60])[C:56]([CH3:59])([CH3:58])[CH3:57]

Participants

7

Reactant 5

HCID 674DimethylamineHCID 2733832Lithium HexamethyldisilazideHCID 162179852-Dicyclohexylphosphino-2',6'-diisopropoxybiphenylHCID 21226206Ethyl acetate hexaneHCID 86702744HCID 86702744, compound

Product 1

HCID 72546104HCID 72546104, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Follows general procedure [RuPhos Palladacyle] (0.0023 g, 0.0032 mmol), LHMDS (0.26 mL of a 1.0 M solution in THF, 0.26 mmol), 5b (0.050 g, 0.13 mmol) in THF (0.3 mL), dimethylamine (0.098 mL of a 2.0 M solution in THF, 0.19 mmol). The title compound was isolated (n-hexane/AcOEt 7:3, 0.030 g, 58% yield) as a yellow solid.

Sources & evidence

ORD record
ord-399dce0104d549ae96aad51f46fece58
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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