Sodium Carbonate → HCID 58052524, compound

HRID 2190202Notes

Reaction equation

HRID 2190202 reaction equation
[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:46])[C@@H:15]([CH3:45])[CH2:16][CH2:17][CH2:18][N:19]([C:24]1[N:29]=[C:28]2[O:30][C:31]([C:37]3[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=3)=[C:32]([C:33]([NH:35][CH3:36])=[O:34])[C:27]2=[CH:26][C:25]=1I)[S:20]([CH3:23])(=[O:22])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[C:49]1C=CC=C(OC)[C:54]=1[C:55]1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.C(=O)([O-])[O-].[Na+].[Na+].C1(B(O)O)CC1>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:46])[C@@H:15]([CH3:45])[CH2:16][CH2:17][CH2:18][N:19]([C:24]1[N:29]=[C:28]2[O:30][C:31]([C:37]3[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=3)=[C:32]([C:33]([NH:35][CH3:36])=[O:34])[C:27]2=[CH:26][C:25]=1[CH:55]1[CH2:54][CH2:49]1)[S:20]([CH3:23])(=[O:22])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 10340Sodium CarbonateHCID 2760897Cyclopropylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 580525336-(N-((S)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-methyl-5-oxopentyl)methylsulfonamido)-5-iodo-N-methyl-2-p-tolylfuro[2,3-b]pyridine-3-carboxamide

Product 1

HCID 58052524HCID 58052524, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 1140TolueneSolvent2×

Procedure

To 6-(N—((S)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-methyl-5-oxopentyl)methylsulfonamido)-5-iodo-N-methyl-2-p-tolylfuro[2,3-b]pyridine-3-carboxamide (964 mg, 1.271 mmol) was added a premixed solution of S-Phos (52.2 mg, 0.127 mmol) and Pd(OAc)2 (11.41 mg, 0.051 mmol) in toluene (2.139 mL) Added a premixed solution of 2N SODIUM CARBONATE (12.71 mL, 25.4 mmol) and cyclopropylboronic acid (1637 mg, 19.06 mmol) in toluene (6.42 mL).

Sources & evidence

ORD record
ord-b666a320576a4514b00fea83985f49e2
Source dataset
uspto-grants-2012_12
Patent number
US08324239B2

Reaction notes

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