Ammonia → HCID 86732428, compound

HRID 1776398Notes

Reaction equation

HRID 1776398 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[N:19]=[C:18]([O-:20])[C:17]([C:21](OC)=[O:22])=[CH:16][N:15]=2)=[N:6]1.[Na+:29].CO.[NH3:32]>>[C:21]([C:17]1[C:18]([O-:20])=[N:19][C:14]([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]([CH2:4][C:3]3[CH:25]=[CH:26][CH:27]=[CH:28][C:2]=3[F:1])[N:6]=2)=[N:15][CH:16]=1)(=[O:22])[NH2:32].[Na+:29]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 86732426HCID 86732426, compound

Product 1

HCID 86732428HCID 86732428, compound

Conditions

Temperature
60 °C

Procedure

100 mg of sodium 2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-5-(methoxycarbonyl)pyrimidin-4-olate (1-12-1, 0.25 mmol, 1 eq.) were dissolved in 26.8 ml of 7N ammonia in methanol (187 mmol, 750 eq.) and stirred under a nitrogen atmosphere at 60° C. bath temperature for 24 hours, then at 65° C. bath temperature for six hours and further 24 hours at 70° C. bath temperature. The reaction mixture was concentrated in vacuo to yield 96 mg (0.22 mmol, 89.8%) of the analytically pure target compound.

Workup

  1. waitat 65° C. bath temperature for six hours
  2. customfurther 24 hours
  3. customat 70° C.
  4. concentrationThe reaction mixture was concentrated in vacuo
  5. customto yield 96 mg (0.22 mmol, 89.8%) of the analytically pure target compound

Sources & evidence

ORD record
ord-ddd830730f404107bf0b3458bb0c2936
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

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