Ammonia → HCID 9820407, compound

HRID 2305300Notes

Reaction equation

HRID 2305300 reaction equation
C([O:4][CH2:5][C@@H:6]1[C@@H:10]([O:11]C(=O)C)[C@@H:9]([O:15]C(=O)C)[C@H:8]([N:19]2[CH:27]=[N:26][C:25]3[C:20]2=[N:21][C:22]([C:29]2[S:30][C:31]([CH3:34])=[CH:32][CH:33]=2)=[N:23][C:24]=3Cl)[O:7]1)(=O)C.[NH3:35]>>[NH2:35][C:24]1[N:23]=[C:22]([C:29]2[S:30][C:31]([CH3:34])=[CH:32][CH:33]=2)[N:21]=[C:20]2[C:25]=1[N:26]=[CH:27][N:19]2[C@H:8]1[C@H:9]([OH:15])[C@H:10]([OH:11])[C@@H:6]([CH2:5][OH:4])[O:7]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 22965521HCID 22965521, compound

Product 1

HCID 9820407HCID 9820407, compound

Conditions

Temperature
40 °C

Procedure

Compound 12 (50 mg, 0.1 mmol) was dissolved in 5 mL methanolic ammonia (saturated at 0° C.) and the mixture was heated at 40° C. for 24 h. After concentration in vacuo, the residue was purified using prep. TLC (10% MeOHIDCM) to afford 13 1HNMR (CD3OD)δ2.5 (s, 3 H) 3.75 (d, 1 H), 3.85 (d, 1 H), 4.15 (d, 2 H) 4.45 (m, 1 H), 4.85 (m, 1 H), 6.0 (d, 1 H), 6.75 (d, 1 H), 7.7 (d, 1 H), 8.25 (s, 1 H).

Workup

  1. concentrationAfter concentration in vacuo
  2. customthe residue was purified

Sources & evidence

ORD record
ord-78e9b32d8d0d402a942d6f190a5272e9
Source dataset
uspto-grants-2002_08
Patent number
US06440948B1

Reaction notes

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