Sodium Carbonate → HCID 67016443, compound

HRID 1918864Notes

Reaction equation

HRID 1918864 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([NH:9][C:10]2C=CC(N3CCN(C)CC3)=C[N:11]=2)=[CH:5][C:4]([C:23]2[CH:33]=[CH:32][CH:31]=[C:30]([N:34]3[CH2:46][CH2:45][N:37]4[C:38]5[CH2:39][CH2:40][CH2:41][CH2:42][C:43]=5[CH:44]=[C:36]4[C:35]3=[O:47])[C:24]=2[CH2:25][O:26][C:27](=[O:29])[CH3:28])=[CH:3]1.Br[C:49]1C=C[CH:57]=[C:56]([N:60]2[CH2:72]CN3C4CCCCC=4C=C3C2=O)[C:50]=1[CH2:51]OC(=O)C.C([O-])([O-])=[O:75].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:27]([O:26][CH2:25][C:24]1[C:30]([N:34]2[CH2:46][CH2:45][N:37]3[C:38]4[CH2:39][CH2:40][CH2:41][CH2:42][C:43]=4[CH:44]=[C:36]3[C:35]2=[O:47])=[CH:31][CH:32]=[CH:33][C:23]=1[C:4]1[CH:5]=[C:6]([NH:9][C:10]2[CH:57]=[C:56]([C:50]([OH:75])([CH3:51])[CH3:49])[N:60]([CH3:72])[N:11]=2)[C:7](=[O:8])[N:2]([CH3:1])[CH:3]=1)(=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 58044104HCID 58044104, compoundHCID 67016356HCID 67016356, compound

Product 1

HCID 67016443HCID 67016443, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

Following Example 119, 113b (120 mg, 0.35 mmol), 113a (180 mg, 0.39 mmol), 1N Na2CO3 (0.8 mL) and Palladium tetrakis (20 mg, 5 mol %) were reacted to give 134c (85 mg, 40% yield).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-eb5fffae73f04835846850a84632c350
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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