Benzoic acid, 4-amino-, 1,1-dimethylethyl ester → HCID 66793868, compound

HRID 446530Notes

Reaction equation

HRID 446530 reaction equation
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:27])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]([C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24]O)[CH3:19])[CH2:12][CH2:11]1.[NH2:34][C:35]1[CH:47]=[CH:46][C:38]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[CH:37][CH:36]=1>>[C:42]([O:41][C:39](=[O:40])[C:38]1[CH:46]=[CH:47][C:35]([NH:34][CH2:24][CH2:23][CH2:22][CH2:21][C:20]([N:18]([CH2:17][CH2:16][N:13]2[CH2:12][CH2:11][CH:10]([O:9][C:8](=[O:27])[NH:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:15][CH2:14]2)[CH3:19])=[O:26])=[CH:36][CH:37]=1)([CH3:43])([CH3:44])[CH3:45]

Participants

3

Reactant 2

HCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 66671664HCID 66671664, compound

Product 1

HCID 66793868HCID 66793868, compoundYield 77.3%

Procedure

The compound (242 mg, 0.534 mmol) obtained in Example 31a was used to give a crude aldehyde compound (252 mg) according to the method described in Example 4g. The resulting crude aldehyde compound and tert-butyl 4-aminobenzoate (92 mg, 0.475 mmol) were used to give the title compound (231 mg; yield, 69%) as a white solid according to the method described in Example 18b.

Workup

  1. customto give a crude aldehyde compound (252 mg)

Sources & evidence

ORD record
ord-d54410a33034469da26fc16ff23e5131
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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