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Triethylamine → 7-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diaza-spiro[2.5]octane-4-sulfonic acid (2-cyano-ethyl)-methyl-amide

HRID 527892
Notes
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Reaction equation

HRID 527892 reaction equation
CC(C)(C(=O)[N:6]1[CH:11]2[CH2:12][CH2:13][CH:7]1[CH2:8][N:9]([C:14]1[C:15]3[CH:22]=[CH:21][NH:20][C:16]=3[N:17]=[CH:18][N:19]=1)[CH2:10]2)C#N.C(N(CC)CC)C.[C:32]([CH2:34][CH2:35][N:36]([CH3:41])[S:37](Cl)(=[O:39])=[O:38])#[N:33]>C1COCC1>[C:32]([CH2:34][CH2:35][N:36]([CH3:41])[S:37]([N:6]1[CH2:7][CH2:8][N:9]([C:14]2[C:15]3[CH:22]=[CH:21][NH:20][C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:10][C:11]21[CH2:12][CH2:13]2)(=[O:39])=[O:38])#[N:33]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 167697832-Cyanoethyl(methyl)sulfamoyl chlorideHCID 668883222,2-Dimethyl-3-oxo-3-[3-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diaza-bicyclo[3.2.1]oct-8-yl]-propionitrile

Product 1

HCID 668994747-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diaza-spiro[2.5]octane-4-sulfonic acid (2-cyano-ethyl)-methyl-amide

Reagents, catalysts & solvents 1

HCID 8028
Tetrahydrofuran
Solvent

Procedure

Intermediate 2 (0.05 mmol) was dissolved in THF (1.0 mL). Triethylamine (0.12 mmol) and 2-cyanoethyl(methyl)sulfamoyl chloride (0.06 mmol) was added. The reaction mixture was left at it for 16 hours. The pure compounds were obtained by standard preparative HPLC purification of the reaction mixture.

Workup

  1. customThe pure compounds were obtained by standard preparative HPLC purification of the reaction mixture

Sources & evidence

ORD record
ord-bc475b75b06d44b1b495017d51fc0841
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09346809B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes