Cyclopropylamine → HCID 58748292, compound

HRID 1162721Notes

Reaction equation

[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][C@H:10]2[CH2:14][N:13]([CH2:15][C:16](=[O:32])[NH:17][C:18]3[CH:23]=[CH:22][C:21]([N:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]4=[O:30])=[CH:20][C:19]=3[F:31])[CH2:12][C@@H:11]2[O:33][CH2:34][C:35]([OH:37])=O)=[O:8])=[CH:4][CH:3]=1.[CH:38]1([NH2:41])[CH2:40][CH2:39]1>>[CH:38]1([NH:41][C:35]([CH2:34][O:33][C@H:11]2[CH2:12][N:13]([CH2:15][C:16](=[O:32])[NH:17][C:18]3[CH:23]=[CH:22][C:21]([N:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]4=[O:30])=[CH:20][C:19]=3[F:31])[CH2:14][C@@H:10]2[NH:9][C:7]([C:5]2[S:6][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:8])=[O:37])[CH2:40][CH2:39]1

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 58748278HCID 58748278, compound

Product 1

HCID 58748292HCID 58748292, compound

Procedure

According to general procedure D ((3S,4S)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-1-{[2-fluoro-4-(2-oxo-pyridin-1-yl)-phenylcarbamoyl]-methyl}-pyrrolidin-3-yloxy)-acetic acid (example 97) was reacted with cyclopropylamine to give 5-chloro-thiophene-2-carboxylic acid ((3S,4S)-4-cyclopropylcarbamoylmethoxy-1-{[2-fluoro-4-(2-oxo-pyridin-1-yl)-phenylcarbamoyl]-methyl}-pyrrolidin-3-yl)-amide. White solid. MS588.5 ([M+H]+)

Sources & evidence

ORD record: ord-de827c66a40845bf84c194bd76c7f3b4
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

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