Ammonia → HCID 69853781, compound

HRID 1835291Notes

Reaction equation

HRID 1835291 reaction equation
[NH3:1].C[O:3][C:4]([C:6]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH:14]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=4)=[CH:20][CH:19]=3)[CH2:13]2)[CH:9]=[CH:8][CH:7]=1)=O>CO>[F:31][C:28]1[CH:27]=[CH:26][C:25]([O:24][C:21]2[CH:22]=[CH:23][C:18]([CH:14]3[O:15][CH2:16][CH2:17][N:12]([C:10]4[CH:9]=[CH:8][CH:7]=[C:6]([C:4]([NH2:1])=[O:3])[N:11]=4)[CH2:13]3)=[CH:19][CH:20]=2)=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69853286HCID 69853286, compound

Product 1

HCID 69853781HCID 69853781, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 50 ml of 2M NH3 in methanol was added the crude compound 9 and the resulting solution was stirred for 12 hours at room temperature. The mixture was then concentrated to dryness and the resulting solid was recrystalized in methanol to give 1.1 g of compound 10. 1H NMR (DMSO-D6): δ 8.05 (b, 1H), 7.93 (d, 2H, J=8.8 Hz), 7.62 (d, 1H, J=2.5 Hz), 7.14 (d, 1H, J=2.5 Hz), 7.08 (m, 6H), 5.56 (b, 1H), 4.15 (t, 4H, J=5.1 Hz), 3.47 (t, 4H, J=5.1 Hz). MS: 394.2 (M+1).

Workup

  1. concentrationThe mixture was then concentrated to dryness
  2. customthe resulting solid was recrystalized in methanol

Sources & evidence

ORD record
ord-1829fe5a3fbb4cf39212556247ae118c
Source dataset
uspto-grants-2004_08
Patent number
US06770661B2

Reaction notes

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