Sodium ethoxide → HCID 58985651, compound

HRID 1169795Notes

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]([CH2:32][OH:33])[CH2:30][CH3:31])[C:25]([C:34]3[S:35][CH:36]=[CH:37][CH:38]=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:33][CH2:32][C@H:29]([NH:28][C:26]1[C:25]([C:34]2[S:35][CH:36]=[CH:37][CH:38]=2)=[CH:24][N:23]=[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([S:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)(=[NH:6])=[O:8])=[CH:16][CH:17]=2)[N:27]=1)[CH2:30][CH3:31]

Participants

Reactant 2

HCID 2723922Sodium ethoxide

HCID 58985592HCID 58985592, compound

Product 1

HCID 58985651HCID 58985651, compoundYield 35%

Procedure

In the reaction of (RS)—N-(ethoxycarbonyl)-S-(4-{[4-{[(R)-1-(hydroxymethyl)-propyl]amino}-5-(2-thienyl)pyrimidine-2-yl]amino}phenyl)-S-phenylsulfoximide with sodium ethylate according to procedure 14, the desired product is obtained in 35% yield after chromatographic purification (silica gel, dichloromethane/ethanol (0-10% ethanol)).

Sources & evidence

ORD record: ord-2e76b46f990f41ae8a88ec7e5575cca7
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825128B2

Reaction notes

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