Hydrochloric Acid → HCID 9952930, compound

HRID 1584546Notes

Reaction equation

HRID 1584546 reaction equation
[N:1]1([C:6]2[N:7]=[C:8]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[C:9]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[N:11]([CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[C:10]=3[N:26]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:32]>>[ClH:32].[N:1]1([C:6]2[N:7]=[C:8]([N:27]3[CH2:28][CH2:29][CH2:30][CH2:31]3)[C:9]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[N:11]([CH2:18][C:19]([OH:21])=[O:20])[C:10]=3[N:26]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86754363HCID 86754363, compound

Product 1

HCID 9952930HCID 9952930, compound

Procedure

A mixture of (2,4-Di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indol-9-yl)acetic acid, t-butyl ester (VI, EXAMPLE 7, 2.5 g) in aqueous hydrochloric acid (1.0 M) is heated at reflux for 2 hr. The mixture is then cooled and concentrated to approximately one third of the original volume. Filtration of the resulting solid gives the title compound, mp 250-253°; NMR (CDCl3) 8.07, 7.35, 5.21, 4.10, 3.73 and 2.11 δ; IR (neat) 2925, 1736, 1627, 1608, 1568, 1445 and 1193 cm-1.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 2 hr
  3. temperatureThe mixture is then cooled
  4. concentrationconcentrated to approximately one third of the original volume
  5. filtrationFiltration of the resulting solid

Sources & evidence

ORD record
ord-54afdf7b33f54b52963d7eea73e0d2b8
Source dataset
uspto-grants-1999_08
Patent number
US05932728

Reaction notes

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