(1R)-3-chloro-1-phenylpropan-1-ol → 7-Chloro-1-(3-chloro-1-(S)-phenyl-propyl)-1H-pyrrolo[3,2-b]pyridine

HRID 1869211Notes

Reaction equation

HRID 1869211 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[CH:9][NH:10][C:3]=12.[Cl:11][CH2:12][CH2:13][C@H:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)O>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[CH:9][N:10]([C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:13][CH2:12][Cl:11])[C:3]=12

Participants

3

Reactant 2

HCID 642409(1R)-3-chloro-1-phenylpropan-1-olHCID 224762367-Chloro-1H-pyrrolo[3,2-b]pyridine

Product 1

HCID 579859367-Chloro-1-(3-chloro-1-(S)-phenyl-propyl)-1H-pyrrolo[3,2-b]pyridine

Procedure

7-Chloro-1-(3-chloro-1-(S)-phenyl-propyl)-1H-pyrrolo[3,2-b]pyridine was prepared from 7-chloro-1H-pyrrolo[3,2-b]pyridine and 3-chloro-1-(R)-phenyl-propan-1-ol following the procedure of steps 1 and 2 of Example 11 (20% yield, 40 mg).

Sources & evidence

ORD record
ord-98b5b7cfc5e14d8fbe82dabbeaefee0e
Source dataset
uspto-grants-2009_12
Patent number
US07638517B2

Reaction notes

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