Triethylamine → HCID 59975285, compound

HRID 2268357Notes

Reaction equation

HRID 2268357 reaction equation
[NH2:1][CH2:2][C:3]1[N:11]=[C:10]2[C:6]([N:7]=[CH:8][N:9]2[C@H:12]2[C@H:16]([OH:17])[C@H:15]([OH:18])[C@@H:14]([CH2:19][O:20][CH3:21])[O:13]2)=[C:5]([NH:22][CH2:23][CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:4]=1.[F:37][C:38]([F:58])([F:57])[C:39]([N:41]1[CH2:46][CH2:45][CH:44]([C:47]2[CH:52]=[CH:51][C:50]([S:53](Cl)(=[O:55])=[O:54])=[CH:49][CH:48]=2)[CH2:43][CH2:42]1)=[O:40].C(N(CC)CC)C>O1CCCC1>[OH:17][C@@H:16]1[C@H:15]([OH:18])[C@@H:14]([CH2:19][O:20][CH3:21])[O:13][C@H:12]1[N:9]1[CH:8]=[N:7][C:6]2[C:10]1=[N:11][C:3]([CH2:2][NH:1][S:53]([C:50]1[CH:51]=[CH:52][C:47]([CH:44]3[CH2:45][CH2:46][N:41]([C:39](=[O:40])[C:38]([F:58])([F:37])[F:57])[CH2:42][CH2:43]3)=[CH:48][CH:49]=1)(=[O:54])=[O:55])=[N:4][C:5]=2[NH:22][CH2:23][CH:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9897827(2R,3R,4S,5R)-2-{2-(Aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiolHCID 179734784-(1-(2,2,2-Trifluoroacetyl)piperidin-4-yl)benzene-1-sulfonyl chloride

Product 1

HCID 59975285HCID 59975285, compoundYield 77.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by a similar method to example 3 using (2R,3R,4S,5R)-2-{2-(aminomethy)-6-[(2,2-diphenylethyl)amino}-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (example 1) (250 mg, 0.51 mmol), 4-[1-(2,2,2-trifluoroacetyl)-4-pipendinyl]benzenesulfonyl chloride (preparation 20) (157 mg, 0.48 mmol) and triethylamine (155 mg, 1.53 mmol) in tetrahydrofuran (25 ml). This gave the title compound as a solid (300 mg). MS: 811 (MH+)

Sources & evidence

ORD record
ord-c803b757cd2d47e49ea8fc1515be32ce
Source dataset
uspto-grants-2001_12
Patent number
US06326359B1

Reaction notes

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