Sodium ethoxide → HCID 58985765, compound

HRID 1169794Notes

Reaction equation

C(OC([N:6]=[S:7]([C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[N:27]=[C:26]([NH:28][C@H:29]([CH3:32])[CH2:30][OH:31])[C:25]([C:33]3[S:34][CH:35]=[CH:36][CH:37]=3)=[CH:24][N:23]=2)=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8])=O)C.CC[O-].[Na+]>>[OH:31][CH2:30][C@H:29]([NH:28][C:26]1[C:25]([C:33]2[S:34][CH:35]=[CH:36][CH:37]=2)=[CH:24][N:23]=[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([S:7]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)(=[NH:6])=[O:8])=[CH:16][CH:17]=2)[N:27]=1)[CH3:32]

Participants

Reactant 2

HCID 2723922Sodium ethoxide

HCID 58985740HCID 58985740, compound

Product 1

HCID 58985765HCID 58985765, compoundYield 40%

Procedure

In the reaction of (RS)—N-(ethoxycarbonyl)-S-(4-{[4-{[(R)-2-hydroxy-1-methyl-ethyl]amino}-5-(2-thienyl)pyrimidine-2-yl]amino}phenyl)-S-phenylsulfoximide with sodium ethylate according to procedure 14, the desired product is obtained in 40% yield after chromatographic purification (silica gel, dichloromethane/ethanol (0-10% ethanol)).

Sources & evidence

ORD record: ord-187c5e2a6c52476791dd5c783363c622
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825128B2

Reaction notes

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