Methanol → 3'-(hydroxymethyl)spiro[1H-pyrrolo[2,3-b]pyridine-3,7'-6,8-dihydrocyclopenta[g]quinoline]-2-one

HRID 938011Notes

Reaction equation

HRID 938011 reaction equation
[BH4-:25].[CH3:27][OH:28].[Cl:29][CH2:30][Cl:31].[Na+:26].[O:1]=[C:2]1[NH:3][c:4]2[n:5][cH:6][cH:7][cH:8][c:9]2[C:10]12[CH2:11][c:12]1[c:13]([cH:14][c:15]3[cH:16][c:17]([CH:22]=[O:23])[cH:18][n:19][c:20]3[cH:21]1)[CH2:24]2>>[O:1]=[C:2]1[NH:3][c:4]2[n:5][cH:6][cH:7][cH:8][c:9]2[C:10]12[CH2:11][c:12]1[c:13]([cH:14][c:15]3[cH:16][c:17]([CH2:22][OH:23])[cH:18][n:19][c:20]3[cH:21]1)[CH2:24]2

Participants

6

Reactant 5

HCID 887MethanolHCID 923Sodium ionHCID 6344DichloromethaneHCID 28123BorohydrideHCID 59594349(+/-)-2'-Oxo-1',2',6,8-tetrahydrospiro[cyclopenta[g]quinoline-7,3'-pyrrolo[2,3-b]pyridine]-3-carbaldehyde

Product 1

HCID 768279323'-(hydroxymethyl)spiro[1H-pyrrolo[2,3-b]pyridine-3,7'-6,8-dihydrocyclopenta[g]quinoline]-2-one

Sources & evidence

ORD record
ord-9b2f62806eb2428e87e1c3f6d582a6a5
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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