2-Chloro-pyrimidine-5-carboxylic acid ethyl ester → HCID 90370169, compound

HRID 2176030Notes

Reaction equation

HRID 2176030 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.Cl[C:46]1[N:51]=[CH:50][C:49]([C:52]([O:54][CH2:55][CH3:56])=[O:53])=[CH:48][N:47]=1>>[CH:1]1([N:4]([CH2:5][C:6]2[CH:44]=[CH:43][CH:42]=[C:8]([C:9](=[O:10])[NH:11][C:12]3[S:13][C:14]4[CH2:41][CH2:40][CH2:39][CH2:38][C:15]=4[C:16]=3[C:17](=[O:18])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]4[CH:29]=[CH:30][C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:36][CH:37]=4)=[CH:22][CH:21]=3)[CH:7]=2)[C:46]2[N:47]=[CH:48][C:49]([C:52]([O:54][CH2:55][CH3:56])=[O:53])=[CH:50][N:51]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 104878152-Chloro-pyrimidine-5-carboxylic acid ethyl esterHCID 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 90370169HCID 90370169, compoundYield 98.5%

Procedure

By using 250 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 153 mg of ethyl 2-chloropyrimidine-5-carboxylate as starting materials, the reaction similar to Preparation Example 30 was performed, thereby obtaining 307 mg of ethyl 2-{cyclopropyl[3-({3-[(4-{2-[4-(methoxycarbonyl)phenyl]ethyl}phenyl)carbamoyl}-4,5,6,7-tetrahydro-1-benzothiophen-2-yl}carbamoyl)benzyl]amino}pyrimidine-5-carboxylate.

Workup

  1. customthe reaction
  2. customsimilar to Preparation Example 30

Sources & evidence

ORD record
ord-f2e65e3d342a4608baaa77eee780cca2
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

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