Methanol → tert-butyl N-[1-[5-chloro-3-(cyclopropanecarbonylamino)-1H-pyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]carbamate

HRID 211450Notes

Reaction equation

HRID 211450 reaction equation
[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH3:7].[CH3:42][N:43]1[CH2:44][CH2:45][CH2:46][C:47]1=[O:48].[CH3:52][OH:53].[CH3:54][CH2:55][O:56][C:57]([CH3:58])=[O:59].[CH:33]1([C:36](=[O:37])[Cl:38])[CH2:34][CH2:35]1.[Cl:49][CH2:50][Cl:51].[Li+:40].[NH2:8][c:9]1[cH:10][nH:11][c:12]2[n:13][cH:14][c:15]([Cl:32])[c:16]([N:18]3[CH2:19][CH:20]([NH:24][C:25]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:31])[CH2:21][CH2:22][CH2:23]3)[c:17]12.[OH-:39].[OH2:41]>>[NH:8]([c:9]1[cH:10][nH:11][c:12]2[n:13][cH:14][c:15]([Cl:32])[c:16]([N:18]3[CH2:19][CH:20]([NH:24][C:25]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:31])[CH2:21][CH2:22][CH2:23]3)[c:17]12)[C:36]([CH:33]1[CH2:34][CH2:35]1)=[O:37]

Participants

11

Reactant 10

HCID 887MethanolHCID 961HydroxideHCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 13387N-methyl-2-pyrrolidoneHCID 28486Lithium ionHCID 77637Cyclopropanecarbonyl chlorideHCID 60205565tert-butyl N-[1-(3-amino-5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate

Product 1

HCID 60205566tert-butyl N-[1-[5-chloro-3-(cyclopropanecarbonylamino)-1H-pyrrolo[2,3-b]pyridin-4-yl]piperidin-3-yl]carbamate

Sources & evidence

ORD record
ord-2fc54a9ba7be41229910df37926c2a91
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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