HCID 68774888, compound → HCID 68968968, compound

HRID 1726216Notes

Reaction equation

HRID 1726216 reaction equation
C[O:2][C:3](=[O:31])[C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:30])[CH2:27][CH2:28][NH2:29])[CH2:22][CH2:21]2)[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=2)=[CH:6][CH:5]=1.[CH3:32][C:33]1[CH:41]=[C:40]([C:42]2[CH:47]=[CH:46][N:45]=[CH:44][CH:43]=2)[CH:39]=[C:38]([CH3:48])[C:34]=1[C:35](O)=[O:36]>>[C:18]([C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[CH2:11][N:10]([CH:20]1[CH2:21][CH2:22][N:23]([CH:26]([CH3:30])[CH2:27][CH2:28][NH:29][C:35](=[O:36])[C:34]2[C:38]([CH3:48])=[CH:39][C:40]([C:42]3[CH:43]=[CH:44][N:45]=[CH:46][CH:47]=3)=[CH:41][C:33]=2[CH3:32])[CH2:24][CH2:25]1)[C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:2])=[O:31])=[CH:9][CH:8]=1)#[N:19]

Participants

3

Reactant 2

HCID 68774888HCID 68774888, compoundHCID 68968569HCID 68968569, compound

Product 1

HCID 68968968HCID 68968968, compound

Procedure

Using general procedure E with 4-[[1-(3-amino-1-methyl-propyl)-piperidin-4-yl]-(3-cyano-benzyl)-amino]-benzoic acid methyl ester (see EXAMPLE 107) (100 mg, 0.24 mmol) and 2,6-dimethyl-4-pyridin-4-yl-benzoic acid (59 mg, 0.26 mmol) followed by general procedure K with the resulting ester afforded 4-((3-cyano-benzyl)-{1-[3-(2,6-dimethyl-4-pyridin-4-yl-benzoylamino)-1-methyl-propyl]-piperidin-4-yl}-amino)-benzoic acid as a white solid (92 mg, 58% over 2 steps).

Sources & evidence

ORD record
ord-504b315145434bee9b92166daddc58b8
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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