HCID 10387575, compound → HCID 10472770, compound

HRID 2221504Notes

Reaction equation

HRID 2221504 reaction equation
C(OCC1C2C(=CN=C(C([NH:21][OH:22])=O)C=2)N(CC2C=CC(F)=CC=2F)C=1)C1C=CC=CC=1.Cl[C:33]1[CH:56]=[CH:55][C:36]([O:37][CH2:38][C:39]2[C:43]3[CH:44]=[N:45][C:46]([C:48](OCC)=[O:49])=[CH:47][C:42]=3[N:41]([CH2:53][CH3:54])[CH:40]=2)=[CH:35][CH:34]=1.[Cl:57]C1C=CC(O)=C(C=1)CC1C2C=NC(C(OCC)=O)=CC=2N(CC)C=1>>[Cl:57][C:55]1[CH:56]=[CH:33][CH:34]=[CH:35][C:36]=1[O:37][CH2:38][C:39]1[C:43]2[CH:44]=[N:45][C:46]([C:48]([NH:21][OH:22])=[O:49])=[CH:47][C:42]=2[N:41]([CH2:53][CH3:54])[CH:40]=1

Participants

4

Reactant 3

HCID 10387575HCID 10387575, compoundHCID 21892188HCID 21892188, compoundHCID 21892244HCID 21892244, compound

Product 1

HCID 10472770HCID 10472770, compound

Procedure

Ethyl 3-(2-chloro-phenoxymethyl)-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate. The title compound can be prepared from ethyl 3-hydroxymethyl-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate and 4-chlorophenol using methods similar to step (e) of Example 54. (b) 3-(2-Chloro-phenoxymethyl)-1-ethyl-N-hydroxy-1H-pyrrolo[3,2-c]pyridine-6-carboxamide. The title compound can be prepared from the mixture of ethyl 3-(4-chloro-phenoxymethyl)-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6carboxylate and ethy 3-(5-chloro-2-hydroxy-benzyl)-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate in a manner similar to step (e) of example 11. Purification by HPLC can provide the pure title compound.

Sources & evidence

ORD record
ord-1b64749f20da436ab74d44ff074ea498
Source dataset
uspto-grants-2008_05
Patent number
US07368571B2

Reaction notes

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