Ammonia → HCID 71736855, compound

HRID 1842000Notes

Reaction equation

HRID 1842000 reaction equation
C([O:3][C:4]([C:6]1[N:10]2[CH2:11][CH2:12][N:13]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([C@@H:22]4[O:31][C:26]5=[N:27][CH:28]=[CH:29][CH:30]=[C:25]5[O:24][CH2:23]4)=[CH:18][CH:17]=3)[CH2:14][C:9]2=[N:8][N:7]=1)=O)C.[NH3:32].CO>>[O:24]1[C:25]2[C:26](=[N:27][CH:28]=[CH:29][CH:30]=2)[O:31][C@@H:22]([C:19]2[CH:18]=[CH:17][C:16]([CH2:15][N:13]3[CH2:12][CH2:11][N:10]4[C:6]([C:4]([NH2:32])=[O:3])=[N:7][N:8]=[C:9]4[CH2:14]3)=[CH:21][CH:20]=2)[CH2:23]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 71736854HCID 71736854, compound

Product 1

HCID 71736855HCID 71736855, compound

Procedure

A solution of compound 240 (6.98 g, 16.6 mmol) in a solution of ammonia in methanol (102 mL, 7 mmol) is stirred at 90° C. in a pressure tube for 22 h. The mixture is gradually cooled to rt. The mixture is filtered, and the solids are washed with chilled methanol then air dried to give the title product 241. (LC/MS method 16: ES+ m/z 393.3 [M+H]+, Rt=2.60 min)

Workup

  1. filtrationThe mixture is filtered
  2. washthe solids are washed with chilled methanol
  3. customair dried

Sources & evidence

ORD record
ord-26db13593eb5420e809e418af510094f
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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