Methyl 4-aminothiophene-3-carboxylate → Methyl 4-[2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(dimethylamino)benzoylamino]thiophene-3-carboxylate

HRID 1787915Notes

Reaction equation

HRID 1787915 reaction equation
C(O[N:6]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:30]=[C:29]([N:31]([CH3:33])[CH3:32])[CH:28]=[CH:27][C:14]=2[C:15]([NH:17][C:18]2[C:19]([C:23]([O:25][CH3:26])=[O:24])=[CH:20][S:21][CH:22]=2)=[O:16])[CH2:8][C:7]1=C=O)(C)(C)C.[C:36]([O:40][C:41](N1CCC(OC2C=C(N(C)C)C=CC=2C(O)=O)CC1)=[O:42])([CH3:39])([CH3:38])[CH3:37].NC1C(C(OC)=O)=CSC=1>>[C:36]([O:40][C:41]([N:6]1[CH2:7][CH2:8][CH:9]([O:12][C:13]2[CH:30]=[C:29]([N:31]([CH3:33])[CH3:32])[CH:28]=[CH:27][C:14]=2[C:15]([NH:17][C:18]2[C:19]([C:23]([O:25][CH3:26])=[O:24])=[CH:20][S:21][CH:22]=2)=[O:16])[CH2:10][CH2:11]1)=[O:42])([CH3:39])([CH3:38])[CH3:37]

Participants

4

Reactant 3

HCID 2777610Methyl 4-aminothiophene-3-carboxylateHCID 576024362-(1-Tert-butoxycarbonylpiperidin-4-yloxy)-4-(dimethyl-amino)benzoic acidHCID 86610259Methyl 4-[2-(1-tert-butoxy-carbonylpiperidin-4-yloxy)-4-(dimethylamino)benzoylamino]-thiophene-3-carboxylate

Product 1

HCID 57602454Methyl 4-[2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(dimethylamino)benzoylamino]thiophene-3-carboxylateYield 51%

Procedure

Using methods substantially equivalent to those described in Example 12-C, methyl 4-[2-(1-tert-butoxy-carbonylpiperidin-4-yloxy)-4-(dimethylamino)benzoylamino]-thiophene-3-carboxylate was prepared in a 51% yield from 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(dimethyl-amino)benzoic acid and methyl 4-aminothiophene-3-carboxylate.

Sources & evidence

ORD record
ord-ca0abe26feb74a2bbda23271876d02b4
Source dataset
uspto-grants-2009_03
Patent number
US07511066B2

Reaction notes

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