HCID 12071478, compound → HCID 18518303, compound

HRID 1369251Notes

Reaction equation

HRID 1369251 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[C:26]([O:27][CH2:28][CH2:29][CH2:30][NH:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=2)=[CH:25][C:8]2[CH2:9][C:10]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:11]=3[CH:12]([CH2:14][C:15]([O:17]CC)=[O:16])[CH2:13][C:7]=2[CH:6]=1)[CH3:3].N1C=CC=CC=1NCCCOC1C=CC2C[C@H](CC(OCC)=O)C3C=CC=CC=3CC=2C=1>CC(O)=O>[CH3:1][N:2]([CH2:4][C:5]1[C:26]([O:27][CH2:28][CH2:29][CH2:30][NH:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=2)=[CH:25][C:8]2[CH2:9][C:10]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:11]=3[CH:12]([CH2:14][C:15]([OH:17])=[O:16])[CH2:13][C:7]=2[CH:6]=1)[CH3:3]

Participants

4

Reactant 2

HCID 12071478HCID 12071478, compoundHCID 54110068HCID 54110068, compound

Product 1

HCID 18518303HCID 18518303, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Saponification was conducted according to the procedure of Example 6 (c), except substituting ethyl (±)-10,11-dihydro-2-(dimethylamino)methyl-7-fluoro-3-[3-(pyridin-2-ylamino)-1-propyloxy]-5H-dibenzo[a,d]cycloheptene-10-acetate for the ethyl (R)-10,11-dihydro-3-[3-(pyridin-2-ylamino)-1-propyloxy]-5H-dibenzo[a,d]cycloheptene-10-acetate. The reaction was acidified with glacial HOAc, and the crude product was desalted by chromatography on XAD-2 resin to afford the title compound as a white solid: MS (ES) m/e 478.3 (M+H)+. Anal. Calcd for C30H36FN3O5.1.25 H2O: C, 64.32; H, 6.92; N, 7.50. Found: C, 63.87; H, 6.47: N, 7.96.

Sources & evidence

ORD record
ord-8ae604d5a54d4c06b0e7266c62f3ae92
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

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