Sulfuric Acid → HCID 178515478, compound

HRID 656838Notes

Reaction equation

HRID 656838 reaction equation
S(=O)(=O)(O)O.C(O/[CH:9]=[CH:10]/[C:11]([NH:13][C:14]1[CH:15]=[C:16]2[C:29](=[CH:30][CH:31]=1)[CH2:28][C:18]1([C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[NH:20][C:19]1=O)[CH2:17]2)=[O:12])C.[OH-].[Na+]>>[OH:12][C:11]1[CH:10]=[CH:9][C:31]2[C:14](=[CH:15][C:16]3[CH2:17][C:18]4([C:26]5[C:21](=[N:22][CH:23]=[CH:24][CH:25]=5)[N:20]=[CH:19]4)[CH2:28][C:29]=3[CH:30]=2)[N:13]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 68675181(+/-)-(2E)-3-Ethoxy-N-(2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)acrylamide

Product 1

HCID 178515478HCID 178515478, compound

Conditions

Temperature
0 °C

Procedure

To stirred concentrated sulfuric acid (25 mL) at 0° C. was added (±)-(2E)-3-ethoxy-N-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-yl)acrylamide from Step A (2.20 g, 6.30 mmol) portionwise. The resulting mixture was stirred at 0° C. for 10 min then poured onto ice and adjusted to pH=9 by careful addition of 10 N aqueous NaOH. The precipitate was isolated by filtration, washed with H2O, and dried to give the title compound. MS: m/z=304 (M+1).

Workup

  1. additionthen poured onto ice
  2. customThe precipitate was isolated by filtration
  3. washwashed with H2O
  4. customdried

Sources & evidence

ORD record
ord-ff6d44c3d35244348428c0c9bc6450e5
Source dataset
uspto-grants-2011_12
Patent number
US08071772B2

Reaction notes

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