(3S)-pyrrolidin-3-ol → 1-{3-[4-(6,7-Dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-phenoxy]-propyl}-pyrrolidin-3-(S)-ol

HRID 2251121Notes

Reaction equation

HRID 2251121 reaction equation
C[CH:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:18]3[C:22]([N:23]=[C:24]4[CH2:30][CH2:29]CC[CH2:26][C:25]=24)=[CH:21][CH:20]=[N:19]3)=[CH:13][CH:12]=1.ClCCC[O:35]C1C=CC(C2N3C(=CC=N3)N=C3C=2CCC3)=CC=1.O[C@H]1CCNC1>>[N:19]1[N:18]2[C:22]([N:23]=[C:24]3[C:25](=[C:17]2[C:14]2[CH:15]=[CH:16][C:11]([O:10][CH2:9][CH2:8][CH2:7][N:3]4[CH2:4][CH2:5][C@H:6]([OH:35])[CH2:2]4)=[CH:12][CH:13]=2)[CH2:26][CH2:29][CH2:30]3)=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 2733874(3S)-pyrrolidin-3-olHCID 1161113010-{4-[3-(2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-6,7,8,9-tetrahydro-5H-1,4,10a-triaza-cyclohepta[f]indeneHCID 692558128-[4-(3-Chloro-propoxy)-phenyl]-6,7-dihydro-5H-1,4,8a-triaza-s-indacene

Product 1

HCID 585877211-{3-[4-(6,7-Dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-phenoxy]-propyl}-pyrrolidin-3-(S)-ol

Procedure

Using the method described for the preparation of 10-{4-[3-(2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-6,7,8,9-tetrahydro-5H-1,4,10a-triaza-cyclohepta[f]indene, the reaction of 8-[4-(3-chloro-propoxy)-phenyl]-6,7-dihydro-5H-1,4,8a-triaza-s-indacene and 3-(S)-hydroxy-pyrrolidine provided the title compound.

Sources & evidence

ORD record
ord-854fc7ede6424ba2b30a878a21353565
Source dataset
uspto-grants-2008_01
Patent number
US07319103B2

Reaction notes

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