3,4-Dichlorobenzaldehyde → HCID 11182161, compound

HRID 430096Notes

Reaction equation

HRID 430096 reaction equation
C([O-])(=O)C.[Na+].C([BH3-])#N.[Na+].[Cl:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH:14]=O.Cl.Cl.[NH2:22][C@H:23]1[CH2:27][CH2:26][CH2:25][C@@H:24]1[CH2:28][NH:29][C:30]1[NH:31][C:32]2[C:37]([C:38](=[O:40])[CH:39]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2>>[Cl:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:14][NH:22][C@H:23]1[CH2:27][CH2:26][CH2:25][C@@H:24]1[CH2:28][NH:29][C:30]1[NH:31][C:32]2[C:37]([C:38](=[O:40])[CH:39]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2

Participants

5

Reactant 4

HCID 227103,4-DichlorobenzaldehydeHCID 517045Sodium AcetateHCID 5003444Sodium cyanoborohydrideHCID 70248700HCID 70248700, compound

Product 1

HCID 11182161HCID 11182161, compound

Procedure

Title compound was prepared by the procedure described in Example 61d, using sodium acetate (0.020 g, 0.242 mmol), sodium cyanoborohydride (0.012 g, 0.194 mmol), 3,4-dichlorobenzaldehyde (0.017 g, 0.0969 mmol), and 2-[((1R,2S)-2-aminocyclopentylmethyl)amino]-1H-quinolin-4-one dihydrochloride (0.032 g, 0.0969 mmol). δH (CD3OD) 1.25-2.05 (7H, m), 2.73-2.81 (1H, m), 3.10-3.29 (2H, m), 3.61-3.80 (2H, m), 5.56 (1H, s), 7.13-8.00 (7H, m,). MS (AP+) 416 (M+).

Sources & evidence

ORD record
ord-5bee20008866460e86613b0030ae91ad
Source dataset
uspto-grants-2001_11
Patent number
US06320051B1

Reaction notes

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