Ammonia → HCID 22915486, compound

HRID 1377929Notes

Reaction equation

HRID 1377929 reaction equation
[C:1]([O:5][C:6]([CH2:8][CH:9]([CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][CH:23]=2)=[CH:18][CH:17]=1)[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)C(OC1C=CC(C2C=CC(C#N)=CC=2)=CC=1)C(O)=[O:34].[NH3:52]>O>[C:1]([O:5][C:6]([CH2:8][CH:9]([CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][CH:23]=2)=[CH:20][CH:21]=1)[C:10]([NH:52][OH:34])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 22915466HCID 22915466, compoundHCID 22915511HCID 22915511, compound

Product 1

HCID 22915486HCID 22915486, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The desired compound was prepared according to the method of Example 29, step 5, except substituting 2-tert-butyloxycarbonylmethyl-4-[4-(4-cyanophenyl)phenoxy]butanoic acid, prepared as in step 3, for 3-methyl-2-[4-(4-cyanophenyl)phenoxy]butanoic acid. 1H NMR (DMSO-d6) δ 1.38 (s, 9H), 1.76-1.98 (m, 2H), 2.36 (dd, 1H, J=6, 15 Hz), 2.45-2.58 (m, 1H), 2.58-2.70 (m, 1H), 3.90-4.50 (m, 2H), 7.03 (d, 2H, J=9 Hz), 7.72 (d, 2H, J=9 Hz), 7.82-7.91 (m, 4H), 10.58 (s, 1H). MS (DCI/NH3) 411 (M+H)+, 428 (M+NH4)+, 372, 354. Anal Calcd. for C23H26N2O5.1.25 H2O: C, 63.80; H, 6.63; N, 6.46. Found: C, 63.67; H, 6.17; N, 6.41.

Sources & evidence

ORD record
ord-0868b01b80c24a45a7d61661370df878
Source dataset
uspto-grants-1997_09
Patent number
US05665777

Reaction notes

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