Sodium hydride → HCID 86232726, compound

HRID 554339Notes

Reaction equation

HRID 554339 reaction equation
[CH3:1][C:2]1[C:3]([CH:13]=[O:14])=[CH:4][NH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[H-].[Na+].C1OCCOCCOCCOCCOC1.[N:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[S:38](Cl)(=[O:40])=[O:39]>>[CH3:1][C:2]1[C:3]([CH:13]=[O:14])=[CH:4][N:5]([S:38]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][N:32]=2)(=[O:40])=[O:39])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 3787675Pyridine-2-sulfonyl ChlorideHCID 713628124-Methyl-5-phenyl-1H-pyrrole-3-carbaldehyde

Product 1

HCID 86232726HCID 86232726, compound

Procedure

By a reaction under similar conditions as in Reference Example 256 and using 4-methyl-5-phenyl-1H-pyrrole-3-carbaldehyde (185 mg), sodium hydride (60% in oil, 60 mg), 15-crown-5 (0.30 mL) and 2-pyridinesulfonyl chloride (231 mg), the title compound was obtained as an amorphous form (yield 262 mg, 80%).

Workup

  1. customBy a reaction under similar conditions as in Reference Example 256

Sources & evidence

ORD record
ord-babf28fb41e04cb39ecc42204708965c
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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