(3R)-(+)-3-(Dimethylamino)pyrrolidine → HCID 86647558, compound

HRID 2382442Notes

Reaction equation

HRID 2382442 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[OH:8][C@@H:9]1[C@H:13]([OH:14])[C@@H:12]([NH:15][C:16](=[O:19])[CH2:17][CH3:18])[CH2:11][C@H:10]1[N:20]1[CH:28]=[N:27][C:26]2[C:21]1=[N:22][C:23]([N:44]1[CH2:48][CH2:47][C@@H:46]([NH:49][C:50]([N:52]3[CH2:56]C[C@@H:54]([N:57]([CH3:59])[CH3:58])[CH2:53]3)=[O:51])[CH2:45]1)=[N:24][C:25]=2[NH:29][CH2:30][CH:31]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C[N:61](C)[C@@H:62]1CCN[CH2:63]1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[OH:8][C@@H:9]1[C@H:13]([OH:14])[C@@H:12]([NH:15][C:16](=[O:19])[CH2:17][CH3:18])[CH2:11][C@H:10]1[N:20]1[CH:28]=[N:27][C:26]2[C:21]1=[N:22][C:23]([N:44]1[CH2:48][CH2:47][C@@H:46]([NH:49][C:50]([N:52]3[CH2:53][CH2:54][N:57]([CH2:58][CH2:63][C:62]#[N:61])[CH2:59][CH2:56]3)=[O:51])[CH2:45]1)=[N:24][C:25]=2[NH:29][CH2:30][CH:31]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

Participants

3

Reactant 2

HCID 2758521(3R)-(+)-3-(Dimethylamino)pyrrolidineHCID 86647560HCID 86647560, compound

Product 1

HCID 86647558HCID 86647558, compound

Procedure

This compound is prepared analogously to (R)-3-dimethylamino-pyrrolidine-1-carboxylic acid {(R)-1-[9-((1R,2S,3R,4S)-2,3-dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-amide trifluoroacetate (Example 134) by replacing dimethyl-(R)-pyrrolidin-3-yl-amine with the appropriate amine. (MH+ 697.4)

Sources & evidence

ORD record
ord-3953865e8a8e44ee9de4fe2a28480c91
Source dataset
uspto-grants-2012_09
Patent number
US08258141B2

Reaction notes

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