Ammonia methanol → HCID 86663072, compound

HRID 2410900Notes

Reaction equation

HRID 2410900 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:23]([O:25]C)=O)[C:5]2[NH:6][C:7]3[CH:8]=[CH:9][C:10]([C:15]([N:17]4[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)=[O:16])=[CH:11][C:12]=3[C:13]=2[N:14]=1.[NH3:27].CO>>[Br:1][C:2]1[CH:3]=[C:4]([C:23]([NH2:27])=[O:25])[C:5]2[NH:6][C:7]3[CH:8]=[CH:9][C:10]([C:15]([N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)=[O:16])=[CH:11][C:12]=3[C:13]=2[N:14]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 86663073HCID 86663073, compound

Product 1

HCID 86663072HCID 86663072, compoundYield 96.7%

Conditions

Temperature
105 °C

Procedure

Methyl 2-bromo-8-(morpholine-4-carbonyl)-5H-pyrido[3,2-b]indole-4-carboxylate (220 mg, 0.526 mmol) was mixed with NH3/MeOH(7N) (18 mL, 126 mmol) in a sealed microwave vial. The mixture was heated at 105° C. for 2.5 hrs in microwave. The mixture was concentrated to give 205 mg crude product. MS (ESI) m/z 402.95 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-69d008251da04ca39e70cb381b968da4
Source dataset
uspto-grants-2014_08
Patent number
US08815840B2

Reaction notes

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