(2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide → HCID 60105793, compound

HRID 640768

Reaction equation

HRID 640768 reaction equation
FCC1CN([C@@H](CC)C(N)=O)C(=O)C1.[O:15]=[C:16]1[CH2:20][CH:19]([CH2:21][N:22]2C=N[N:24]=[N:23]2)[CH2:18][N:17]1[C@@H:27]([CH2:31][CH3:32])[C:28]([NH2:30])=[O:29].O=C1CC(CN2C=NC=N2)CN1[C@@H](CC)C(N)=O.O=C1CC(CN2C=CN=N2)CN1C(CC)C(N)=O.C(SCC1CN([C@@H](CC)C(N)=O)C(=O)C1)(C)C.O=C1CC(CN2CCCC2)CN1[C@@H](CC)C(N)=O.O=C1CC(CN2CCSCC2)CN1[C@@H](CC)C(N)=O>>[N:22]([CH2:21][CH:19]1[CH2:18][N:17]([C@@H:27]([CH2:31][CH3:32])[C:28]([NH2:30])=[O:29])[C:16](=[O:15])[CH2:20]1)=[N+:23]=[N-:24]

Participants

8

Reactant 7

HCID 9813710(2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide2×HCID 223871002-[2-oxo-4-(1H-1,2,3-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamideHCID 57478743HCID 57478743, compoundHCID 57478744HCID 57478744, compoundHCID 66725879(2S)-2-[2-oxo-4-(4-thiomorpholinylmethyl)-1-pyrrolidinyl]butanamideHCID 66725939(2S)-2-[4-(fluoromethyl)-2-oxo-1-pyrrolidinyl]butanamideHCID 66725961(2S)-2-[2-oxo-4-(1-pyrrolidinylmethyl)-1-pyrrolidinyl]butanamide

Product 1

HCID 60105793HCID 60105793, compound

Procedure

Alternatively, (2S)-2-[4-(fluoromethyl)-2-oxo-1-pyrrolidinyl]butanamide 44, (2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 39, (2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 40, (2S)-2-[2-oxo-4-(1H-1,2,4-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 55, 2-[2-oxo-4-(1H-1,2,3-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 56, (2S)-2-{4-[(isopropylsulfanyl)methyl]-2-oxo-1-pyrrolidinyl}butanamide 24, (2S)-2-[2-oxo-4-(1-pyrrolidinylmethyl)-1-pyrrolidinyl]butanamide 15, (2S)-2-[2-oxo-4-(4-thiomorpholinylmethyl)-1-pyrrolidinyl]butanamide 17, are prepared in similar ways, from activated alcohol derivatives, such as mesylates, tosylates or halides.

Sources & evidence

ORD record
ord-09a6812553634bea9136e8414a785488
Source dataset
uspto-grants-2010_04
Patent number
US07692028B2

Linked notes

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