tert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylate → HCID 58748165, compound

HRID 1162673Notes

Reaction equation

HRID 1162673 reaction equation
[NH2:1][CH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1.[Cl:15][C:16]1[CH:17]=[CH:18][C:19]2[CH:23]=[C:22]([C:24](O)=[O:25])[S:21][C:20]=2[CH:27]=1>>[C:11]([O:10][C:8]([N:5]1[CH2:6][CH2:7][C@H:3]([CH2:2][NH:1][C:24]([C:22]2[S:21][C:20]3[CH:27]=[C:16]([Cl:15])[CH:17]=[CH:18][C:19]=3[CH:23]=2)=[O:25])[CH2:4]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 1515152tert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylateHCID 71419196-Chloro-1-benzothiophene-2-carboxylic acid

Product 1

HCID 58748165HCID 58748165, compound

Procedure

65.1 Using general procedure E, (R)-3-aminomethyl-1-N-tert-butoxycarbonyl-pyrrolidine was coupled with 6-chloro-benzo[b]thiophene-2-carboxylic acid (prepared according to WO 2001007436) to give (R)-3-{[(6-chloro-benzo[b]thiophene-2-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester. White solid. MS 392.9 ([M−H]−)

Sources & evidence

ORD record
ord-d6c45107f64d48dcb2b46cf3a9247095
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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