4-Amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid → 4-Amino-n-[{4-[(1-(tert-butoxycarbonyl)-4-piperidinyl)methyl]-2-morpholinyl}-methyl]-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxamide

HRID 602287Notes

Reaction equation

HRID 602287 reaction equation
[NH2:1][C:2]1[C:31]([Cl:32])=[CH:30][C:5]([C:6]([NH:8][CH2:9][CH:10]2[O:15][CH2:14][CH2:13][N:12]([CH2:16][CH:17]3[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH2:18]3)[CH2:11]2)=[O:7])=[C:4]([O:33][CH3:34])[CH:3]=1.N[C:36]1C2CCOC=2C(C(O)=O)=CC=1Cl>>[NH2:1][C:2]1[C:3]2[CH2:36][CH2:34][O:33][C:4]=2[C:5]([C:6]([NH:8][CH2:9][CH:10]2[O:15][CH2:14][CH2:13][N:12]([CH2:16][CH:17]3[CH2:18][CH2:19][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:21][CH2:22]3)[CH2:11]2)=[O:7])=[CH:30][C:31]=1[Cl:32]

Participants

3

Reactant 2

HCID 106324014-Amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acidHCID 595104714-amino-N-[{4-[(1-(tert-butoxycarbonyl)-4-piperidinyl)methyl]-2-morpholinyl}-methyl]-5-chloro-2-methoxybenzamide

Product 1

HCID 595104814-Amino-n-[{4-[(1-(tert-butoxycarbonyl)-4-piperidinyl)methyl]-2-morpholinyl}-methyl]-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxamide

Procedure

In place of 4-amino-5-chloro-2-methoxybenzoic acid of Example 1, 4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid was treated in the similar manner to Example 1 to give the titled compound as an amorphous solid.

Sources & evidence

ORD record
ord-542faacc18b74aa0b37940b1d4efced0
Source dataset
uspto-grants-2011_03
Patent number
US07906510B2

Reaction notes

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