2-Amino-3-(4-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine → 2-Amino-3-(4-chlorobenzoyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine

HRID 566951Notes

Reaction equation

HRID 566951 reaction equation
[NH2:1][C:2]1[S:20][C:5]2[CH2:6][N:7](C(OCC3C=CC=CC=3)=O)[CH2:8][CH2:9][C:4]=2[C:3]=1[C:21](=[O:29])[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1.NC1SC2CN(C(OCC3C=CC=CC=3)=O)CCC=2C=1C(=O)C1C=CC=CC=1>>[NH2:1][C:2]1[S:20][C:5]2[CH2:6][NH:7][CH2:8][CH2:9][C:4]=2[C:3]=1[C:21](=[O:29])[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 98025842-Amino-3-(4-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridineHCID 98218842-Amino-3-benzoyl-6-benzyloxycarbonyl4,5,6,7-tetrahydrothieno[2,3-c]pyridine

Product 1

HCID 154344552-Amino-3-(4-chlorobenzoyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridineYield 90%

Procedure

The procedure of Example 8 was followed except that a corresponding amount of 2-amino-3-(4-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine, prepared as in Example 9, was used in place of 2-amino-3-benzoyl-6-benzyloxycarbonyl4,5,6,7-tetrahydrothieno[2,3-c]pyridine. (m.p. 164-166° C., 90% yield). 1H-NMR (CDCl3): 1.74 (m, 1 H); 1.89 (m, 2H); 2.84 (t, 2H); 3.82 (s, 2H); 6.85(sb, 2H), 7.29-7.48 (m, 5H).

Sources & evidence

ORD record
ord-f5c046265bd24f648ce34075d9adedff
Source dataset
uspto-grants-2001_01
Patent number
US06177444B1

Reaction notes

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