Ethyl 4-bromobutyrate → HCID 89534607, compound

HRID 2176032Notes

Reaction equation

HRID 2176032 reaction equation
[CH:1]1([NH:4][CH2:5][C:6]2[CH:7]=[C:8]([CH:42]=[CH:43][CH:44]=2)[C:9]([NH:11][C:12]2[S:13][C:14]3[CH2:41][CH2:40][CH2:39][CH2:38][C:15]=3[C:16]=2[C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]3[CH:37]=[CH:36][C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:30][CH:29]=3)=[CH:22][CH:21]=2)=[O:18])=[O:10])[CH2:3][CH2:2]1.Br[CH2:46][CH2:47][CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50]>>[CH:1]1([N:4]([CH2:5][C:6]2[CH:7]=[C:8]([CH:42]=[CH:43][CH:44]=2)[C:9]([NH:11][C:12]2[S:13][C:14]3[CH2:41][CH2:40][CH2:39][CH2:38][C:15]=3[C:16]=2[C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]3[CH:29]=[CH:30][C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:36][CH:37]=3)=[CH:22][CH:21]=2)=[O:18])=[O:10])[CH2:46][CH2:47][CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 76300Ethyl 4-bromobutyrateHCID 90370229Methyl 4-{2-[4-({[2-({3-[(cyclopropylamino)methyl]benzoyl}amino)-4,5,6,7-tetrahydro-1-benzothiophen-3-yl]carbonyl}amino)phenyl]ethyl}benzoate

Product 1

HCID 89534607HCID 89534607, compoundYield 56.4%

Procedure

By using 300 mg of methyl 4-{2-[4-({[2-({3-[(cyclopropylamino)methyl]benzoyl}amino)-4,5,6,7-tetrahydro-1-benzothiophen-3-yl]carbonyl}amino)phenyl]ethyl}benzoate and 289 mg of ethyl 4-bromobutyrate, the reaction similar to Preparation Example 30 was performed, thereby obtaining 201 mg of methyl 4-(2-{4-[({2-[(3-{[cyclopropyl(4-ethoxy-4-oxobutyl)amino]methyl}benzoyl)amino]-4,5,6,7-tetrahydro-1-benzothiophen-3-yl}carbonyl)amino]phenyl}ethyl)benzoate.

Workup

  1. customthe reaction
  2. customsimilar to Preparation Example 30

Sources & evidence

ORD record
ord-f1773b3a86b64888acbd8d9a1f49b829
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

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